Cladosins A-E, hybrid polyketides from a deep-sea-derived fungus, Cladosporium sphaerospermum.
Five new fungal hybrid polyketides, cladosins A-D (1-4), that contain a novel linear 6(3)-enamino-8,10-dihydroxy-tetraketide (1 and 2) or 6-enamino-7(8)-en-10-ol (3 and 4) moiety, as well as the biogenetically related cladosin E (5), were isolated from the deep-sea-derived fungus Cladosporium sphaerospermum 2005-01-E3. Their structures (1-5) were elucidated through a combination of spectroscopic data, chemical conversion, and both Mosher's and Marfey's methods for stereochemical assignment. A plausible biogenetic pathway to 1-5 is proposed. Cladosin C (3) possesses mild anti-influenza A H1N1 virus activity.
Key Laboratory of Marine Drugs, Chinese Ministry of Education, School of Medicine and Pharmacy, Ocean University of China , Qingdao 266003, People's Republic of China.
Guangwei
G
Wu
Xinhua
X
Sun
Guihong
G
Yu
Wei
W
Wang
Tianjiao
T
Zhu
Qianqun
Q
Gu
Dehai
D
Li
D000998:Antiviral Agents / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D002963:Cladosporium / Q000737:chemistry*; D004354:Drug Screening Assays, Antitumor; D053118:Influenza A Virus, H1N1 Subtype / Q000187:drug effects; D008386:Marine Biology; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D010140:Pacific Ocean; D061065:Polyketides / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology
D000998:Antiviral Agents; D061065:Polyketides; C000590240:cladosin E