MINOR AND TRACE STEROLS IN MARINE-INVERTEBRATES .14. ERGOSTA-5,7,9(11),22-TETRAEN-3-BETA-OL AND ITS 24-ZETA-ETHYL HOMOLOG, 2 NEW MARINE STEROLS FROM THE RED-SEA SPONGE BIEMNA-FORTIS
MINOR AND TRACE STEROLS IN MARINE-INVERTEBRATES .14. ERGOSTA-5,7,9(11),22-TETRAEN-3-BETA-OL AND ITS 24-ZETA-ETHYL HOMOLOG, 2 NEW MARINE STEROLS FROM THE RED-SEA SPONGE BIEMNA-FORTIS
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DOI：
10.1002/hlca.19790620633
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发表时间：
1979-01-01
影响因子：
1.8
通讯作者：
DJERASSI, C
中科院分区：
文献类型：
--
作者：
DELSETH, C;KASHMAN, Y;DJERASSI, C
红海海绵B的甾体成分。fortis，通过反相高效液相色谱法进行分馏，并通过组合的物理方法，包括高分辨率气相色谱/质谱和360 MHz 1H-NMR进行分析。该海绵含有5种常规的Δ 5-甾醇，其构成混合物的约25%，以及2.5%的柳珊瑚甾醇，一种以前从未在多孔动物中发现的甾醇。三种Δ 5，7，22-甾醇也作为主要组分存在于混合物中（约70%）：胆甾-5，7，22-三烯-3 β麦角甾-5，7，22-三烯-3 β-醇醇和（24 R）-乙基胆甾-5，7，22-三烯-3 β- ol.鉴定出少量（2%）的两种新的四不饱和甾醇：麦角甾-5，7，9（11），22-四烯-3 β- ol和24. xi. -乙基胆甾-5，7，9（11），22-四烯-3 β- ol. NMR光谱法使得从混合物中分离的足量的所有C（24）取代的甾醇的24 R构型的归属成为可能。这些甾醇可能的共生，饮食或生物合成的起源进行了讨论。
The steroidal components of a Red Sea sponge, B. fortis, were fractionated through reversed phase high power liquid chromatography and analyzed by a combination of physical methods, including high resolution gas chromatography/mass spectroscopy and 360 MHz 1H-NMR. The sponge contains 5 conventional .DELTA.5-sterols, which compose about 25% of the mixture and 2.5% of gorgosterol, a sterol never found before in Porifera. Three .DELTA.5,7,22-sterols were also present as major components in the mixture (.apprx. 70%): cholesta-5,7,22-trien-3.beta.-ol, ergosta-5,7,22-trien-3.beta.-ol and (24R)-ethylcholesta-5,7,22-trien-3.beta.-ol. Two new tetra-unsaturated sterols were identified in minor amounts (2%): ergosta-5,7,9(11),22-tetraen-3.beta.-ol and 24 .xi.-ethylcholesta-5,7,9(11),22-tetraen-3.beta.-ol. NMR spectroscopy made possible the assignment of a 24 R configuration for all the C(24) substituted sterols isolated in sufficient amount from the mixture. The possible symbiotic, dietary or biosynthetic origins of these sterols are discussed.