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Two new nitrogen-containing metabolites, designated hatsusamide A ( 1 ) and B ( 2 ), were isolated from a culture broth of Penicillium  steckii FKJ-0213 together with the known compounds tanzawaic acid B ( 3 ) and trichodermamide C ( 4 ) by physicochemical (PC) screening. The structures of 1 and 2 were determined as a tanzawaic acid B-trichodermamide C hybrid structure and a new analog of aspergillazines, respectively. The absolute configuration of 1 was determined by comparing the values of tanzawaic acid B and trichodermamide C in the literatures, such as 1 H-nuclear magnetic resonance ( 1 H-NMR) data and optical rotation, after hydrolysis of 1 . Compounds 1 - 4 were evaluated for cytotoxicity and anti-malarial activities. Compounds 1 and 3 exhibited weak anti-malarial activity at half-maximal inhibitory concentration (IC 50 ) values of 27.2 and 78.5 µM against the K1 strain, and 27.9 and 79.2 µM against the FCR3 strain of Plasmodium falciparum , respectively. Furthermore, 1 exhibited cytotoxicity against HeLa S3, A549, Panc1, HT29 and H1299 cells, with IC 50 values of 15.0, 13.7, 12.9, 6.8, and 18.7 μM, respectively.

Hatsusamides A and B: Two New Metabolites Produced by the Deep-Sea-Derived Fungal Strain Penicillium steckii FKJ-0213