ARENAROL AND ARENARONE - SESQUITERPENOIDS WITH REARRANGED DRIMANE SKELETONS FROM THE MARINE SPONGE DYSIDEA-ARENARIA

ARENAROL AND ARENARONE - SESQUITERPENOIDS WITH REARRANGED DRIMANE SKELETONS FROM THE MARINE SPONGE DYSIDEA-ARENARIA
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DOI:
10.1021/jo00176a005
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发表时间:
1984-01-01
影响因子:
3.6
通讯作者:
VANDERHELM, D
VANDERHELM, D
中科院分区:
化学2区
文献类型:
--
作者:
SCHMITZ, FJ;LAKSHMI, V;VANDERHELM, D

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从太平洋海绵D中分离得到两个新的倍半萜类化合物arenarol和arenarone,它们具有相同的重排drimane骨架,分别带有对苯二酚和对苯二酚部分。砂壳arenarol的结构通过其二乙酸酯的X-射线分析确定,该二乙酸酯在空间群P212121中结晶,晶胞尺寸(138 K)a = 9.964(5)B = 6.81(2)和c = 33.33(5)。晶体结构由2268个数据确定。最终R值为0.065。通过银氧化作用使Arenarol与arenarone发生化学反应。详细的400 MHz 1H NMR分析arenarol辅助2-D J-分辨和2-D同源相关光谱列表。
Two new sesquiterpenoids, arenarol and arenarone, having identical rearranged drimane skeletons bearing hydroquinol and hydroquinone moieties, respectively, are reported from the Pacific sponge D. arenaria. The structure of arenarol was determined by X-ray analysis of its diacetate which crystallizes in the space group P212121 with unit-cell dimensions (138 K) a = 9.964 (5) b = 6.81 (2), and c = 33.33 (5) .ANG.. The crystal structure was determined from 2268 data. The final R value is 0.065. Arenarol was chemically correlated with arenarone by silver oxide oxidation. Detailed 400-MHz 1H NMR analysis of arenarol assisted by 2-D J-resolved and 2-D homocorrelation spectroscopy is tabulated.