The zamorin of Calicut, who was one of the contracting parties in this extensive confederacy for driving the Portuguese from India, performed his part of the agreement very coldly. After Goa and Chaul had been besieged for near a month, instead of sending his fleet to sea according to his engagements, he sent to treat with the viceroy for a separate peace, either on purpose to mislead him, or in expectation of gaining some advantages for himself in the present emergency. Few princes follow the dictates of honour, when it interferes with their interest. When this affair was laid before the council at Goa, it was their unanimous opinion to agree to peace with the zamorin even on hard terms; but the viceroy was determined to lose all or nothing, and declared he would make no peace unless on such terms as he could expect when in the most flourishing condition. Finding his designs fail, the zamorin sent out a fleet about the end of February under the command of Catiproca, who made his appearance before Chaul with 21 sail, having on board a large land force, of which above 1000 were armed with firelocks. Though the harbour of Chaul was then occupied by a considerable number of Portuguese galleys and galliots, Catiproca and his fleet entered the harbour under night without opposition. The Nizam was much pleased with the arrival of this naval force, and having ordered a great number of his small vessels named calemutes to join the Malabar fleet, he prevailed on Catiproca to attack the Portuguese ships, which were commanded by Lionel de Sousa. They accordingly made the attempt, but were so warmly received by De Sousa and his gallies as to be beat off with considerable loss. The Nizam, who had witnessed this naval battle from an adjoining eminence, used every argument to prevail upon Catiproca to make another attempt, but to no purpose; for after remaining twenty days in the harbour, he stole away one night, and got away as fortunately as he had got in.
While on his return, Catiproca was applied to by the queen of Mangalore to assist her in surprizing the Portuguese fort at that place, which she alleged might be easily taken. Catiproca agreed to this, in hopes of regaining the reputation he had lost at Chaul. He accordingly landed his men secretly, and made an attempt under night to scale the walls. While his men were mounting the ladders some servants of Antonio Pereyra, who commanded in that fort, were awakened by the noise, and seeing the enemy on the ladders threw out of a window the first thing that came to hand, which happened to be a chest of silver; with which they beat down those who were on the ladder. Pereyra waking with the noise, threw down those who had mounted, and the rest fled carrying his chest of silver on board their ships. While passing Cananor, Don Diego de Menezes fell upon the Malabar squadron, which he totally routed and drove up the river Tiracole, where every one of the ships were taken or destroyed, the admiral Catiproca slain, his nephew Cutiale made prisoner, and the chest of money belonging to Pereyra recovered.