NOVEL TRINOR-EREMOPHILANES (DENDRYPHIELLIN-B, DENDRYPHIELLIN-C, AND DENDRYPHIELLIN-D), EREMOPHILANES (DENDRYPHIELLIN-E, DENDRYPHIELLIN-F, AND DENDRYPHIELLIN-G), AND BRANCHED C9-CARBOXYLIC ACIDS (DENDRYPHIELLIC ACID-A AND ACID-B) FROM THE MARINE DEUTEROMYCETE DENDRYPHIELLA-SALINA (SUTHERLAND) PUGH ET NICOTF
NOVEL TRINOR-EREMOPHILANES (DENDRYPHIELLIN-B, DENDRYPHIELLIN-C, AND DENDRYPHIELLIN-D), EREMOPHILANES (DENDRYPHIELLIN-E, DENDRYPHIELLIN-F, AND DENDRYPHIELLIN-G), AND BRANCHED C9-CARBOXYLIC ACIDS (DENDRYPHIELLIC ACID-A AND ACID-B) FROM THE MARINE DEUTEROMYCETE DENDRYPHIELLA-SALINA (SUTHERLAND) PUGH ET NICOTF
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DOI：
10.1002/hlca.19890720304
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发表时间：
1989-01-01
影响因子：
1.8
通讯作者：
PIETRA, F
中科院分区：
文献类型：
--
作者：
GUERRIERO, A;DAMBROSIO, M;PIETRA, F
Further investigation of global extracts from cultures of the marine deuteromycete Dendryphiella salina leads to the isolation of three novel trinor-eremophilanes esterified by branched C9-carboxylic acids, dendryphiellin B (=(+)-(1R*,2S*, 7R*,8aR*)-1,2,6,8,8a-hexahydro-7-hydroxy-1,8a-dimethyl-6-oxonophthalen-2-yl(6R*,2E,4E)-6-hydroxy-6-methylocta-2,4-dienoate; (+)-2), dendryphiellin C (=(+)-(1R*,2S*,7R*,8aR*)-1,2,6,7,8,8a-hexahydro-7-hydroxyl-1,8a-dimethyl-6-oxonaphthalen-2-yl (6S,2E,4E)-6-methylocta-2,4-dienoate; (+)-3), and dendryphiellin D (=(+)-(1R*,2S*,7R*,8aR*)-1,2,6,7,8,8a-hexathydro-7-hydroxy-1,8a-dimethyl-6-oxonaphthalen-2-yl(6R*,2E,4E)-6-(hydroxymethyl)octa-2,4-dienoate;(+)-4). An intact eremophilane, dendryphiellin E(5), and its ethanolysis product dendryphiellin F whose absolute configuration is represented by structural formula (+)-6 are also isolated from the above extracts. Dendryphiellin E exists as an open form 5a in equilibrium with a closed form 5b. A similar equilibrium exists between the open form 8a and the closed form 8b of a non-esterified eremophilane, dendryphiellin G (8), which is isolated too from the above extracts and proves structurally related to the cyclic portion of 5. Finally, the free, branched C9-carboxylic acids dendryphiellic acid A((+)-9) and B ((+)-10) which correspond to side chains of the above esterified terpenes are also isolated from the above extracts.
