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Mark Antony

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Marcus Antonius (14 January 83 BC – 1 August 30 BC), commonly known in English as Mark Antony, was a Roman politician and general who played a central role in the transformation of the constitutional Roman Republic into the autocratic Roman Empire.1 A maternal relative and close partisan of the dictator Julius Caesar, Antony served with distinction during the Gallic Wars and the subsequent civil war against Pompey the Great, rising to become Caesar's second-in-command and consular colleague.23

Following Caesar's assassination on the Ides of March in 44 BC, Antony initially governed Rome through an uneasy compromise with the senatorial conspirators before clashing with both the Senate and Caesar's young adopted heir, Octavian.456 In 43 BC, Antony, Octavian, and Marcus Aemilius Lepidus formed the Second Triumvirate, an official three-man commission that purged its political enemies at home through proscriptions and defeated Caesar's assassins at the Battle of Philippi in 42 BC.78 In the resulting territorial division of the Mediterranean world, Antony assumed authority over Rome's rich eastern provinces.

In the East, Antony formed a political and romantic alliance with Queen Cleopatra VII of Ptolemaic Egypt, reorganized the client kingdoms of the Levant and Asia Minor, and launched an ambitious but costly invasion of the Parthian Empire.9 His repudiation of his Roman wife Octavia—Octavian's sister—and his grant of eastern royal titles to his children by Cleopatra alienated public opinion in Italy.101112 In 32 BC, Octavian secured a declaration of war against Cleopatra.13 Defeated at the naval Battle of Actium in 31 BC and again outside Alexandria in 30 BC, Antony died by suicide, leaving Octavian—later known as Augustus—as the undisputed master of the Roman world.141516

Early life and military beginnings

Marcus Antonius was born in Rome on 14 January 83 BC into the Antonii, a prominent plebeian family of the Roman nobility.1718 His paternal grandfather, of the same name, had served as consul in 99 BC and censor in 97 BC, and was celebrated by Marcus Tullius Cicero as one of the foremost orators of his generation. Antony's father, Marcus Antonius Creticus, was a praetor who was granted an extraordinary command to clear the Mediterranean of pirates, a campaign that ended in failure and his death in Crete around 71 BC.19 Antony's mother, Julia, was a patrician of the Julii Caesares; she was the daughter of the consul Lucius Julius Caesar and a third cousin to Gaius Julius Caesar.

After his father's death, Julia married Publius Cornelius Lentulus Sura, an ambitious patrician who had been consul in 71 BC before being expelled from the Senate by the censors for moral misconduct.2021 Raised along with his younger brothers Gaius and Lucius in Lentulus's household, Antony experienced a severe political trauma in December 63 BC.2223 Lentulus became a chief urban leader of the conspiracy of Lucius Sergius Catilina and was summarily executed without trial in the Tullianum prison on the orders of the reigning consul, Cicero.24 Ancient biographers, notably Plutarch, trace Antony's lifelong animosity toward Cicero to the execution of his stepfather.25

During his late adolescence, Antony acquired a reputation in Rome for heavy drinking, gambling, and extravagant living. He formed a close association with the young noble Gaius Scribonius Curio, accumulating debts reported at 250 talents (roughly six million sesterces), and briefly allied himself with the populist street leader Publius Clodius Pulcher. In 58 BC, to escape his creditors and the fallout of his association with Clodius, Antony traveled to Greece, where he studied rhetoric and military exercises in Athens.

The following year, Aulus Gabinius, the Roman proconsul of Syria, recruited Antony to serve as commander of his Gallic and German cavalry. Between 57 and 55 BC, Antony campaigned with distinction in Judaea, where he was the first to scale the fortifications during the sieges of Alexandrium and Machaerus in the suppression of the Hasmonean revolt led by Aristobulus II. In 55 BC, he persuaded Gabinius to march into Egypt to restore the deposed Pharaoh Ptolemy XII Auletes—the father of Cleopatra VII—to the throne. Antony led the vanguard across the Sinai desert, captured Pelusium, and prevented Ptolemy from massacring the garrison's surrendered inhabitants, earning early renown for both tactical daring and clemency toward defeated soldiers.

Service under Julius Caesar

In 54 BC, through the patronage of his kinsman Julius Caesar and the recommendation of Gabinius, Antony joined Caesar's military staff in Gaul as a legate during the later stages of the Gallic Wars.26 After serving in the suppression of Ambiorix's revolt in northeastern Gaul, Antony returned briefly to Rome with Caesar's backing and was elected quaestor for 52 BC, an office of financial administration that automatically conferred a lifetime seat in the Roman Senate. Immediately after his election, he rejoined Caesar in central Gaul and participated in the decisive siege of Alesia against the Arvernian chieftain Vercingetorix, remaining in Gaul through 51 BC to pacify remaining pockets of resistance.

Returning to Rome in 50 BC as Caesar's principal political agent, Antony was elected to the influential priestly college of augurs—defeating Caesar's conservative opponent Lucius Domitius Ahenobarbus—and was simultaneously elected one of the ten tribunes of the plebs for the year 49 BC. Assuming office in December 50 BC, he used his tribunician powers to defend Caesar against the conservative senatorial faction (the Optimates) led by Cato the Younger and Pompey the Great, who demanded that Caesar disband his legions or be declared an enemy of the state. On 1 January 49 BC, Antony forced the reading of a conciliatory letter from Caesar in the Senate; when the consuls rejected Caesar's proposals and moved to declare martial law via the senatus consultum ultimum, Antony and his fellow tribune Quintus Cassius Longinus interposed their constitutional veto. Threatened with physical violence after the Senate overrode their veto on 7 January, Antony and Cassius fled Rome disguised as slaves to join Caesar's camp at Ravenna, giving Caesar the legal pretext of defending the sacrosanctity of the tribunes when he crossed the Rubicon into Italy.

During the opening campaign of Caesar's civil war, Antony helped secure the Italian peninsula as Pompey and the majority of the Senate evacuated to Greece. When Caesar marched west in the spring of 49 BC to defeat Pompeian armies in Spain, he appointed Antony propraetor in command of the armed forces in Italy. In early 48 BC, despite a strict naval blockade maintained by Marcus Calpurnius Bibulus, Antony successfully ferried four legions of reinforcements across the Adriatic Sea from Brundisium to Epirus, linking up with Caesar prior to the Siege of Dyrrhachium. At the decisive Battle of Pharsalus in Thessaly on 9 August 48 BC, Caesar entrusted Antony with the command of the army's left wing, where they routed Pompey's superior forces.

After Pharsalus, Caesar pursued Pompey to Egypt and was named dictator in absentia, appointing Antony as his magister equitum (Master of the Horse), the dictator's second-in-command and chief administrator of Italy. While an effective battlefield commander, Antony proved heavy-handed in civil administration. Faced with economic crisis in Rome, his colleague as tribune, Publius Cornelius Dolabella, proposed radical legislation for the total cancellation of debts and rents, sparking violent street warfare. Suspecting Dolabella of an affair with his second wife, Antonia Hybrida Minor, Antony marched legionaries into the Roman Forum in 47 BC, slaughtering several hundred citizens to suppress the riots.1 His public conduct, including his confiscation of Pompey's estates without payment and his public travels with the mime actress Cytheris, displeased Caesar upon the dictator's return later that year. Stripped of official posts, Antony held no public office during 46 and 45 BC, though he married his third wife, Fulvia—the politically influential widow of both Clodius and Curio—during this interval.

Assassination of Caesar and rise to power

By 45 BC, Caesar had reconciled with Antony, designating him as his fellow consul for the year 44 BC and naming him the high priest (flamen) of his new personal cult. During the fertility festival of the Lupercalia on 15 February 44 BC, Antony, running naked through the Forum as leader of the Julian college of priests, publicly offered Caesar a royal diadem intertwined with laurel. When the assembled crowd groaned in disapproval, Caesar pushed the crown away to loud applause; Antony offered it a second time, and Caesar again refused, ordering the diadem dedicated to Jupiter Optimus Maximus on the Capitoline Hill. Whether the episode was a prearranged test of public opinion regarding monarchy or an unsolicited gesture by Antony, it solidified the resolve of sixty senators led by Marcus Junius Brutus and Gaius Cassius Longinus to assassinate the dictator.

As the conspirators planned the murder for the Senate meeting on the Ides of March (15 March) 44 BC, Cassius urged that Antony be killed alongside Caesar, arguing that the surviving consul would pose an immediate military danger. Brutus vetoed the proposal, insisting that executing anything beyond the tyrant himself would taint their tyrannicide as a partisan coup. On the day of the assassination, the conspirator Gaius Trebonius detained Antony in conversation outside the Curia of Pompey while Caesar was stabbed to death inside.

Initially fearing a wider purge of Caesarians, Antony fled home in disguise, but upon learning that the assassins had retreated to the Capitoline Hill without military backing, he swiftly seized the initiative. On the night of 15 March, he persuaded Caesar's widow, Calpurnia, to hand over the dictator's private papers and four thousand talents of silver, while securing the public treasury of seven hundred million sesterces stored in the Temple of Ops. Allied with Marcus Aemilius Lepidus, who brought a legion of troops into the suburbs of Rome, Antony convened the Senate at the Temple of Tellus on 17 March. With Cicero's support, he engineered a pragmatic compromise: the assassins were granted a general amnesty, while all of Caesar's existing laws, appointments, and unratified memoranda (acta) were confirmed as valid, and Caesar was granted a public funeral.

At the funeral in the Forum on 20 March, Antony delivered a eulogy and displayed Caesar's blood-stained toga, reading aloud the dictator's will, which bequeathed his private gardens to the public and three hundred sesterces to every Roman citizen.27 The crowd rioted, cremating Caesar's body in the Forum and attacking the houses of the conspirators, which forced Brutus and Cassius to flee Rome in April. For several months, Antony governed as the preeminent figure in Rome, abolishing the office of dictator forever to appease the Senate while using Caesar's papers—with the help of Caesar's secretary Faberius—to pass laws, sell tax exemptions, and build a personal bodyguard of six thousand veterans.

Rivalry with Octavian and the War of Mutina

Antony's dominance was soon challenged by the arrival in May 44 BC of Caesar's eighteen-year-old great-nephew, Gaius Octavius, whom Caesar's will had posthumously adopted as his principal heir and who took the name Gaius Julius Caesar Octavianus (modern Octavian). Antony refused to hand over Caesar's funds, claiming they had been spent on state business, and obstructed the legal ratification of Octavian's adoption. In response, Octavian borrowed heavily to pay Caesar's legacies to the urban plebs out of his own pocket and began recruiting Caesar's retired veterans in Campania, winning their loyalty through the power of the name "Caesar".

Realizing he needed a strong military command close to Italy once his consulship expired at the end of 44 BC, Antony bypassed the Senate and used the popular assembly in June to exchange his assigned province of Macedonia for a five-year command over Cisalpine and Transalpine Gaul, while transferring four of the Macedonian legions to Italy.28 However, when the legions landed at Brundisium in October, two of them—the Martia and the Quarta—deserted Antony for Octavian, who offered higher bounties. At the same time, Cicero returned to political leadership and between September 44 and April 43 BC delivered fourteen speeches against Antony, the Philippics, modeling them on Demosthenes' denunciations of Philip II of Macedon and portraying Antony as a debauched, tyrannical brigand.29

In late November 44 BC, before his consular term ended, Antony marched north to take possession of Cisalpine Gaul from its incumbent governor, the assassin Decimus Junius Brutus Albinus, who refused to yield the province and fortified himself in Mutina (modern Modena). While Antony besieged Mutina during the winter of 44–43 BC, Cicero persuaded the Senate to grant propraetorian imperium to Octavian and send him north alongside the two consuls of 43 BC, Aulus Hirtius and Gaius Vibius Pansa, to relieve Decimus Brutus. On 14 April 43 BC, Antony ambushed Pansa's advancing recruits at the Battle of Forum Gallorum, mortally wounding Pansa, before being surprised and defeated on his return march by Hirtius's veteran troops. A week later, on 21 April, Hirtius and Octavian stormed Antony's siege lines at the Battle of Mutina; Antony was defeated and forced to abandon the siege, though Hirtius was killed in the fighting inside Antony's camp.

The Second Triumvirate

Declared a public enemy (hostis) by the Senate after Mutina, Antony executed a strategic retreat westward across the Apennines into Transalpine Gaul, enduring severe supply shortages alongside his men. In May 43 BC, he confronted the seven legions of Marcus Aemilius Lepidus at Forum Julii; appearing unshaven in a dark mourning cloak, Antony won the sympathy of Lepidus's soldiers, who opened their camp to him and forced Lepidus into an alliance. Joined soon afterward by the western governors Gaius Asinius Pollio and Lucius Munatius Plancus, as well as Decimus Brutus's defecting legions (leaving Decimus to be captured and executed by a Gallic chieftain), Antony suddenly commanded over twenty legions.

Meanwhile, the deaths of both consuls at Mutina had left Octavian in sole command of the senatorial army. When the Senate attempted to marginalize him and hand command to Decimus Brutus, Octavian marched eight legions on Rome in August 43 BC, seized the consulship, revoked the decrees outlawing Antony and Lepidus, and opened negotiations. In October 43 BC, Antony, Octavian, and Lepidus met on a small river island near Bononia (modern Bologna), surrounded by five legions apiece. On 27 November 43 BC, the Lex Titia was passed in Rome, formally establishing the Triumviri Rei Publicae Constituendae (Triumvirs for the Confirming of the Republic with Consular Power)—known to modern historians as the Second Triumvirate. Unlike the informal First Triumvirate of Caesar, Pompey, and Crassus, this was a legal dictatorship enacted for a five-year term, granting the three men supreme authority to make laws and appoint magistrates without reference to the Senate or people.

To finance forty-three legions for the impending war against Brutus and Cassius in the East and to eliminate domestic opposition, the triumvirs revived the practice of Lucius Cornelius Sulla by issuing edicts of proscription. Up to three hundred senators and two thousand members of the equestrian order were outlawed, their lives forfeited and their properties confiscated. In the horse-trading of names at Bononia, Antony sacrificed his maternal uncle Lucius Julius Caesar (who subsequently escaped through his sister Julia's intervention) in exchange for Octavian abandoning his former ally Cicero. Tracked down by triumviral soldiers near Formiae on 7 December 43 BC, Cicero was beheaded; at Antony's command, the orator's head and hands—which had penned the Philippics—were nailed to the Rostra in the Roman Forum, where Fulvia reportedly pierced Cicero's tongue with her golden hairpins.

Philippi and the division of the Roman world

In the summer of 42 BC, leaving Lepidus to hold Italy, Antony and Octavian transported twenty-eight legions across the Adriatic into Macedonia to confront the nineteen legions of the Liberatores, Brutus and Cassius, who had taken up fortified positions on the Via Egnatia outside Philippi.30 With Octavian incapacitated by illness during much of the campaign, the tactical victory belonged primarily to Antony. In the First Battle of Philippi on 3 October 42 BC, Antony outflanked Cassius's defenses through a marsh on the southern marshes, storming Cassius's camp and prompting Cassius—who mistakenly believed Brutus had also been defeated—to take his own life. In the Second Battle of Philippi on 23 October, Antony's forces broke Brutus's line; Brutus died by suicide the next day, and Antony draped his body in his own expensive purple military cloak before cremation.

After Philippi, the triumvirs redrew their spheres of control. Marginalizing Lepidus on suspicion of treasonous correspondence with Sextus Pompey, Antony retained Cisalpine and Transalpine Gaul while assuming supreme command over the wealthy eastern provinces to raise the massive funds promised to the victorious veterans. Octavian returned to Italy with the unenviable task of confiscating land from eighteen Italian municipalities to settle tens of thousands of discharged soldiers, while also confronting Sextus Pompey, whose rebel fleet controlled Sicily and blockaded Rome's grain supply.

While Antony toured Greece and Asia Minor in 41 BC—where he was hailed at Ephesus as the "New Dionysus"—widespread dispossession and famine in Italy triggered the Perusine War (41–40 BC).3132 Without clear explicit instructions from Antony, his wife Fulvia and his younger brother Lucius Antonius, who was serving as consul for 41 BC, championed the dispossessed Italian landowners and raised eight legions against Octavian.3334 Besieged through the winter in the Etruscan hilltop city of Perusia (modern Perugia) by Octavian and his general Marcus Vipsanius Agrippa, Lucius was starved into surrender in early 40 BC. Octavian spared Lucius and allowed Fulvia to go into exile in Greece, where she died of illness at Sicyon later that year, though Octavian sacked Perusia and executed its town council.

When Antony returned westward in the summer of 40 BC and laid siege to Brundisium, another full-scale civil war appeared imminent. However, the veteran legionaries in both camps—having served together at Philippi—refused to fight one another and compelled their commanders to negotiate. Under the resulting Treaty of Brundisium in October 40 BC, the Roman Empire was partitioned along the Adriatic at the town of Scodra in Illyricum: Octavian received all provinces to the west (including Gaul, which he had seized during the Perusine War), Antony received all lands to the east, and Lepidus was left with the province of Africa.35 To seal the reconciliation, the recently widowed Antony married Octavian's sister, Octavia Minor.3617 The following year, in 39 BC, Antony and Octavian met Sextus Pompey off the Campanian coast to conclude the Pact of Misenum, lifting the naval blockade of Italy in exchange for recognizing Sextus's control over Sicily, Sardinia, and Corsica.

Rule in the East and alliance with Cleopatra

During his initial tour of the East in late 41 BC, Antony had summoned Cleopatra VII of Egypt to his headquarters at Tarsus in Cilicia to answer charges that she had aided Cassius prior to Philippi. Arriving up the Cydnus River on a gilded barge with purple sails and silver oars, dressed as the goddess Aphrodite, the twenty-eight-year-old queen quickly won Antony's favor. Seeing in Egypt the richest intact treasury in the Mediterranean and an indispensable logistical base for his planned invasion of the Parthian Empire, Antony spent the winter of 41–40 BC with Cleopatra in Alexandria, where the pair formed a drinking society they called the "Inimitable Livers". Shortly after Antony departed in early 40 BC to confront a Parthian invasion of Syria and the crisis in Italy, Cleopatra gave birth to twins, Alexander Helios and Cleopatra Selene.37

For over three years following the Treaty of Brundisium, Antony remained separated from Cleopatra, living primarily in Athens with Octavia, who bore him two daughters, Antonia Major and Antonia Minor. Meanwhile, Antony's brilliant lieutenant Publius Ventidius Bassus repelled the Parthian invasion of Asia Minor and Syria in 39 and 38 BC, defeating and killing the Parthian crown prince Pacorus I at the Battle of Mount Gindarus. In 37 BC, Antony traveled to Italy and concluded the Treaty of Tarentum with Octavian—mediated in part by Octavia—which renewed the Second Triumvirate for another five-year term until the end of 33 BC. Antony gave Octavian 120 warships to use against Sextus Pompey in exchange for Octavian's promise to send twenty thousand Italian legionaries for Antony's upcoming Parthian campaign, a troop commitment Octavian ultimately failed to fulfill.

Returning east to Antioch in late 37 BC after leaving a pregnant Octavia in Italy, Antony summoned Cleopatra and resumed their union, fathering a third child with her, Ptolemy Philadelphus, born in 36 BC. Simultaneously, Antony conducted a comprehensive administrative reorganization of the Roman East. Rather than expanding direct provincial rule, he established a ring of strong, loyal client monarchs across the frontier: he confirmed Herod the Great on the throne of Judaea, appointed Polemon I over Pontus, Amyntas over Galatia, and Archelaus over Cappadocia, while granting Cleopatra control over Cyprus, parts of Cilicia, Crete, Cyrenaica, and lucrative balsam and cedar territories in the Levant.38 So durable were Antony's administrative appointments among the client kings that Octavian retained nearly all of them intact after Antony's death.

The Parthian and Armenian campaigns

In the spring of 36 BC, seeking to avenge the disaster suffered by Marcus Licinius Crassus at Carrhae in 53 BC and to fulfill Julius Caesar's unexecuted battle plans, Antony launched a massive invasion of the Parthian Empire against King Phraates IV. Assembling approximately 100,000 men—including sixteen Roman legions, ten thousand Gallic and Iberian cavalry, and thirty thousand allied auxiliaries—Antony bypassed the flat Mesopotamian desert where Crassus had been destroyed, marching north through Armenia to strike south into Media Atropatene (modern northwestern Iran).

Eager to reach the Median royal summer fortress of Phraaspa before autumn, Antony advanced rapidly with his main force, leaving his slow siege train of three hundred wagons—carrying an eighty-foot battering ram—behind under the legate Oppius Statianus and the Armenian king Artavasdes II. Without siege engines, Antony was unable to breach Phraaspa's walls. Meanwhile, Parthian cavalry under Phraates IV intercepted the isolated baggage column, annihilating Statianus and two full legions (some ten thousand men) and burning the siege machinery, whereupon Artavasdes withdrew his Armenian cavalry back to his own kingdom without engaging.

Facing winter in hostile territory with dwindling food supplies, Antony was forced in October 36 BC to conduct a grueling twenty-seven-day fighting retreat over three hundred miles through the mountains back to the Araxes River on the Armenian border. Although Antony demonstrated personal leadership during the withdrawal—sharing his soldiers' rations and repeatedly repelling eighteen Parthian assaults with his slingers and infantry testudo formations—disease, freezing weather, and combat cost him roughly a quarter of his army, more than twenty thousand infantry and four thousand cavalry, before he reached Syria, where Cleopatra arrived with money and clothing for his exhausted troops.

Attributing the failure of the campaign to the desertion of Artavasdes II, and provoked further when Octavian sent only two thousand soldiers and seventy ships to Athens with Octavia in 35 BC while retaining the rest for his own wars in Illyricum, Antony turned his forces against Armenia in 34 BC. Marching to the Armenian capital of Artaxata, Antony lured Artavasdes into a diplomatic parley, seized him, subdued the kingdom, and brought the Armenian king and his family back to Alexandria in golden chains.39

In the autumn of 34 BC, Antony staged a celebratory procession through the streets of Alexandria that imitated a sacred Roman triumph—ending not at the Temple of Jupiter on the Capitol, but before Cleopatra enthroned as the goddess Isis.40 Days later, at a lavish public ceremony in the Gymnasium of Alexandria known to historians as the Donations of Alexandria, Antony and Cleopatra sat on golden thrones dressed as Dionysus-Osiris and Isis-Aphrodite. Antony proclaimed Cleopatra "Queen of Kings" and declared her thirteen-year-old son by Julius Caesar, Ptolemy XV Caesar (Caesarion), to be Caesar's legitimate biological son and "King of Kings". He further parceled out royal titles over Roman and unconquered eastern realms to his children by Cleopatra: Alexander Helios was named ruler of Armenia, Media, and Parthia; Cleopatra Selene was declared queen of Cyrenaica and Libya; and two-year-old Ptolemy Philadelphus was proclaimed king of Syria, Phoenicia, and Cilicia.

Final war of the Roman Republic and death

While the Donations of Alexandria transferred little immediate practical governance away from Roman magistrates and client kings, the elevation of Caesarion directly threatened Octavian's foundational political status as the sole legitimate son of the deified Julius Caesar. When the second five-year term of the Triumvirate expired on 31 December 33 BC, the propaganda war between Rome and Alexandria escalated into an open rupture. However, both consuls entering office on 1 January 32 BC, Gnaeus Domitius Ahenobarbus and Gaius Sosius, were staunch partisans of Antony. When Sosius attacked Octavian in the Senate, Octavian surrounded the senate house with armed soldiers, prompting both consuls and more than three hundred senators—roughly a third of the Senate—to flee Italy and join Antony at Ephesus, where Antony established a rival senate.

In the summer of 32 BC, Antony sent formal notices of divorce to Octavia in Rome, evicting her from his family home. Shortly afterward, two prominent defectors from Antony's inner circle, Lucius Munatius Plancus and his nephew Marcus Titius, deserted to Octavian out of resentment over Cleopatra's influence in Antony's war councils and revealed the contents and location of Antony's secret will.41 Breaking religious custom, Octavian seized the document from the custody of the Vestal Virgins in the Temple of Vesta and read it aloud to the Senate and the public. The clauses of the will—Whether authentic or partially forged by Octavian—confirmed Caesarion as Caesar's true son, bestowed enormous legacies on Antony's children by Cleopatra, and directed that even if Antony died in Rome, his body was to be sent to Alexandria for burial beside the queen.

Public outrage in Italy was immediate, lending credence to rumours that Antony intended to transfer the capital of the Roman Empire from Rome to Alexandria. Stripping Antony of his powers and his designated consulship for 31 BC, Octavian avoided framing the conflict as another fratricidal civil war against a fellow Roman; instead, in late 32 BC, he stood as fetialis priest before the Temple of Bellona and declared a foreign war against Queen Cleopatra VII of Egypt. All of Italy and the western provinces swore a personal oath of allegiance (coniuratio Italiae) to Octavian as their military leader.

The Battle of Actium

During late 32 and early 31 BC, Antony and Cleopatra advanced into Greece with nineteen legions (roughly 70,000 infantry), 12,000 cavalry, and a combined fleet of some 500 warships—many of them massive, heavily armored polyremes (up to eight- and ten-banked galleys)—establishing their main naval base inside the Ambracian Gulf at the promontory of Actium on Greece's western coast. In the spring of 31 BC, while Octavian prepared to cross from Brundisium, his naval commander Marcus Vipsanius Agrippa seized Methone in the Peloponnese with a fast squadron, severing Antony's grain and supply lines from Egypt and Syria. Octavian then ferried 80,000 infantry across the Ionian Sea and camped on the northern peninsula of the gulf opposite Actium, while Agrippa captured Leucas, Patrae, and Corinth, trapping Antony's fleet inside the bay.

Throughout the summer of 31 BC, immobilized in malaria-ridden marshes with their supply routes cut, Antony's forces suffered severe attrition from disease, hunger, and desertion. Several client kings, including Amyntas of Galatia, as well as Roman senators such as Gnaeus Domitius Ahenobarbus, defected to Octavian's camp. Rejecting the advice of his general Publius Canidius Crassus to abandon the fleet and fight a decisive land battle in Macedonia, Antony resolved to attempt a naval breakout from the gulf, burning his undermanned ships and loading twenty thousand legionaries and his war chest onto his remaining 230 vessels, including Cleopatra's squadron of sixty Egyptian ships.

On 2 September 31 BC, Antony sailed out of the straits of Actium to engage Agrippa's fleet of roughly 400 smaller, more maneuverable Liburnian galleys. As the battle became deadlocked and Agrippa sought to envelop Antony's northern wing, a gap opened in the center of the battle line. Cleopatra's reserve squadron unfurled its purple sails, broke through the gap, and steered southward toward Egypt. Seeing her flagship depart, Antony transferred to a lighter five-oared vessel and followed her, leaving the remainder of his fleet to be destroyed or captured and his nineteen land legions under Canidius Crassus to negotiate their surrender to Octavian a week later. Whether Antony's departure was a prearranged tactical withdrawal to save the war chest and core fleet once the blockade was pierced, or an impulsive abandonment of his men as Augustan propaganda claimed, Actium shattered his military prestige across the Mediterranean.

Siege of Alexandria and suicide

Following Actium, Antony's remaining eastern allies and the four legions he had stationed in Cyrenaica under Lucius Pinarius Scarpus switched their allegiance to Octavian.42 Returning to Egypt, Antony initially lived in self-imposed isolation at a seaside lodge near Pharos Island which he named the Timoneum—after the legendary Athenian misanthrope Timon—before rejoining Cleopatra in Alexandria to enroll his eldest son by Fulvia, Marcus Antonius Antyllus, into manhood and dissolve the "Inimitable Livers" in favor of a new society, the "Companions in Death".

In the summer of 30 BC, Octavian closed in on Egypt in a two-pronged offensive, marching from Syria through Pelusium in the east while his lieutenant Gaius Cornelius Gallus advanced from Cyrenaica through Paraetonium in the west. Reaching the outskirts of Alexandria on 31 July 30 BC, Antony won a brief, minor cavalry skirmish near the city's hippodrome. The next morning, 1 August 30 BC, Antony led his remaining infantry onto the heights outside the city to watch his fleet engage Octavian's ships. Instead of fighting, Antony's fleet saluted Octavian's vessels with their oars and rowed into the harbor to join them; immediately afterward, Antony's cavalry deserted to Octavian, and his outnumbered infantry was swiftly routed.

Retreating into the royal palace crying out that Cleopatra had betrayed him to the enemy, Antony prompted the terrified queen to lock herself and two handmaidens inside her heavily fortified two-story mausoleum along with her royal treasure, sending messengers to inform Antony that she had killed herself. Believing the report and lamenting that a woman had surpassed him in courage, Antony retired to his chamber, removed his breastplate, and ordered his faithful body-servant Eros to run him through with a sword. Unwilling to slay his master, Eros drew the blade and killed himself instead. Antony praised Eros's example and plunged his own sword into his abdomen.

The wound was not immediately fatal. As Antony lay bleeding on a couch, Cleopatra's secretary Diomedes arrived with orders to bring him to the mausoleum, revealing that the queen was still alive. Carried by his attendants to the doors of the monument—which Cleopatra dared not unbar for fear of capture—Antony was tied to ropes and hoisted through an upper window by Cleopatra and her two serving women. After drinking a cup of wine and advising Cleopatra to seek honorable terms from Octavian while trusting only Gaius Proculeius among Octavian's companions, Antony died in her arms on 1 August 30 BC at the age of fifty-three. Ten or eleven days later, following an interview with Octavian and realizing she was to be paraded in his Roman triumph, Cleopatra also died by suicide; Octavian permitted the pair to be buried together in sumptuous royal fashion.

Marriages, descendants, and legacy

Mark Antony was married five times and fathered at least eight known children. His first marriage, attested only in Cicero's Philippics, was to Fadia, the daughter of a wealthy freedman Quintus Fadius Gallus; she bore him children who apparently predeceased him in youth. Around the mid-50s BC, he married his paternal first cousin Antonia Hybrida Minor, daughter of Cicero's former consular colleague Gaius Antonius Hybrida. Before Antony divorced her in 47 BC over her alleged affair with Dolabella, she bore him a daughter, Antonia, who was briefly betrothed to Lepidus's son before marrying the wealthy Greek magnate Pythodoros of Tralles, becoming the maternal grandmother of several client monarchs in Pontus and Thrace.

By his third wife, Fulvia, whom he married in 46 BC, Antony had two sons: Marcus Antonius Antyllus and Iullus Antonius. After the fall of Alexandria in August 30 BC, Octavian ordered the execution of both Caesarion and the adolescent Antyllus—who had been formally enrolled as an adult citizen and therefore posed a potential political rallying point for Caesarian veterans—dragging Antyllus from the shrine of the Divine Julius to be beheaded. All of Antony's remaining children were spared and brought to Rome to be raised by his fourth wife, Octavia Minor, who cared for Fulvia's younger son Iullus alongside her own daughters and Antony's three surviving children by Cleopatra. While Alexander Helios and Ptolemy Philadelphus vanished from historical records after walking in golden chains in Octavian's triple triumph of 29 BC, their sister Cleopatra Selene II was married by Augustus to King Juba II of Mauretania, ruling North Africa with him for two decades. Iullus Antonius rose to become consul in 10 BC before being forced to commit suicide in 2 BC for adultery with Augustus's daughter Julia.

Through his two daughters with Octavia—Antonia Major (born 39 BC) and Antonia Minor (born 36 BC)—Mark Antony became a direct ancestor of the later rulers of the Julio-Claudian dynasty.43 Antonia Major married Lucius Domitius Ahenobarbus (son of Antony's former partisan) and became the paternal grandmother of the Emperor Nero. Antonia Minor married Nero Claudius Drusus, the stepson of Augustus and younger brother of the Emperor Tiberius; she was the mother of the general Germanicus and the Emperor Claudius, the paternal grandmother of the Emperor Caligula and the Empress Agrippina the Younger, and the maternal great-grandmother of Nero.44 Thus, although Augustus defeated Antony to establish the principate, three of the five Julio-Claudian emperors—Caligula, Claudius, and Nero—carried Antony's bloodline.

In Rome immediately after 30 BC, the Senate subjected Antony's memory to official condemnation (damnatio memoriae): his statues were torn down, his honors were annulled, his birthday (14 January) was declared an unlucky day (dies vitiosus), and the Antonii family was forbidden from ever again using the praenomen Marcus. Furthermore, because the surviving literary record of the late Republic was shaped overwhelmingly by his two greatest political enemies—Cicero in the Philippics and Augustus in his imperial propaganda—ancient Roman historiography largely portrayed Antony as a brave, generous, and charismatic soldier whose lack of political foresight, fondness for luxury, and subservience to a foreign queen brought about his ruin.

Later classical writers, most notably the Greek biographer Plutarch in his Parallel Lives (where Antony is paired with the Hellenistic king Demetrius I of Macedon) and the historians Appian and Cassius Dio, preserved a rich, complex portrait of his character, emphasizing his theatrical identification with the hero Heracles and the god Dionysus as well as his devotion to his soldiers and to Cleopatra. Modern historians generally reassess Antony as a capable military strategist and pragmatic imperial administrator in the East whose dynastic system of client states laid the institutional foundations for Roman rule in the eastern Mediterranean for the next century, even as his defeat at Actium marked the definitive end of the Roman Republic. In Western literature and dramatic art—ranging from William Shakespeare's tragedies Julius Caesar and Antony and Cleopatra to John Dryden's All for Love and modern cinema—he has endured as the archetypal figure of the soldier-statesman torn between martial duty and romantic passion.

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