MALABARICANE TRITERPENES FROM A FIJIAN COLLECTION OF THE SPONGE JASPIS-STELLIFERA

MALABARICANE TRITERPENES FROM A FIJIAN COLLECTION OF THE SPONGE JASPIS-STELLIFERA
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DOI:
10.1021/jo00323a006
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发表时间:
1981-01-01
影响因子:
3.6
通讯作者:
CROFT, KD
CROFT, KD
中科院分区:
化学2区
文献类型:
--
作者:
RAVI, BN;WELLS, RJ;CROFT, KD

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从斐济采集的海绵J. stelllifera中分离出了新的三萜[33],属于罕见的马拉巴里烷类。结合光谱证据和化学降解鉴定化合物为(13Z,15E,17E,22E,24Z)- 3,12-dioxomalabarica-13,15,17,22,24-pentaen-26-oic酸,(13Z,15E,17E,22Z,24Z)-3,12-dioxomalabarica-13,15,17,22,24-pentaen-22,26-olide和(13Z,15E,17E,22E,24Z)-3 - β。-acetoxy-12-oxomalabarica-13、15、17、22、24-pentaen-26-oic酸。相对立体化学和绝对立体化学通过1H和13C核磁共振和圆二色性研究相结合来解决。
New triterpenes [33] belonging to the rare malabaricane class were isolated from the sponge J. stellifera collected in Fiji. The compounds were identified by a combination of spectral evidence and chemical degradations as (13Z,15E, 17E,22E,24Z)-3,12-dioxomalabarica-13,15,17,22,24-pentaen-26-oic acid, (13Z,15E,17E,22Z,24Z)-3,12-dioxomalabarica-13,15,17,22,24-pentaen-22,26-olide and (13Z,15E,17E,22E,24Z)-3.beta.-acetoxy-12-oxomalabarica-13,15,17,22,24-pentaen-26-oic acid. The relative and absolute stereochemistries were solved by a combination of 1H and 13C NMR and circular dichroism studies.