Colomitides A and B: novel ketals with an unusual 2,7-dioxabicyclo[3.2.1]octane ring system from the aquatic fungus YMF 1.01029.
Two novel diastereoisomeric bicyclic ketals, colomitides A and B (1 and 2, resp.), together with the known (4RS)-3,4-dihydro-4,8-dihydroxynaphthalen-1(2H)-one (3) and preussomerin E (4), were isolated from liquid cultures of an unidentified freshwater fungus YMF 1.01029. Colomitides possess an unusual 2,7-dioxabicyclo[3.2.1]octane skeleton. The chemical structures and relative configurations of compounds 1 and 2 were elucidated by spectroscopic means, including 2D-NMR (HMBC, HMQC, TOCSY, ROESY, and (1)H,(1)H-COSY). Compounds 1, 2, and 4 showed noticeable antifungal and antibacterial activities.
Dong
Jin-Yan
JY
Laboratory for Conservation and Utilization of Bio-Resources, Yunnan University, Kunming, PR China.
Wang
Li-Mei
LM
Song
Hong-Chuang
HC
Shen
Kai-Ze
KZ
Zhou
Yong-Ping
YP
Wang
Le
L
Zhang
Ke-Qin
KQ
D000900:Anti-Bacterial Agents / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology*; D000935:Antifungal Agents / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology*; D019086:Bridged Bicyclo Compounds, Heterocyclic / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology*; D005658:Fungi / Q000737:chemistry; D008826:Microbial Sensitivity Tests; D019906:Nuclear Magnetic Resonance, Biomolecular
D000900:Anti-Bacterial Agents; D000935:Antifungal Agents; D019086:Bridged Bicyclo Compounds, Heterocyclic; C544755:colomitide A; C544756:colomitide B