A 26-year-old man and 42-year-old man were taken to hospital for cuts to their hands after the incident at Park Street in Mona Vale about 7.15pm.
Police believe the men were injured during an altercation at a bus stop on Barrenjoey Road, where a knife was allegedly used.
Four men aged 18 to 22 years old were arrested nearby the scene.
A 21-year-old man was taken to Manly Police Station where he allegedly threatened officers.
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He has since been charged with a number of offences including two counts of wounding a person with intent to cause grievous bodily harm.
The Punchbowl man was refused bail to appear at Parramatta Bail Court today.
The other three men were released pending further investigations.
As inquiries continue, any witnesses or anyone with information is urged to contact Crime Stoppers on 1800 333 000.