NEW AVARONE AND AVAROL DERIVATIVES FROM THE MARINE SPONGE DYSIDEA-CINEREA

NEW AVARONE AND AVAROL DERIVATIVES FROM THE MARINE SPONGE DYSIDEA-CINEREA
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DOI:
10.1021/np50073a005
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发表时间:
1991-01-01
影响因子:
5.1
通讯作者:
LOYA, Y
LOYA, Y
中科院分区:
生物学2区
文献类型:
--
作者:
HIRSCH, S;RUDI, A;LOYA, Y

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从红海海绵Dysidea cinerea中报道了6个新的avarol和avarone衍生物,3 '-hydroxyavarone [3]、3',6 '-dihydroxyavarone [4]、6'-hydroxyavarol [5]、6 '-acetoxyavarone [6]、6'-acetoxyavarone [7]和6 '-hydroxy-4'-methoxyavarone [8]。 新化合物的结构由光谱数据确定,主要是一维和二维核磁共振测量。 5、6和7的绝对构型,以及最可能的3、4和8的绝对构型,是根据cd测量确定的,与avarol的绝对构型相同。 几种新化合物具有细胞毒性,具有抗微生物活性,并具有抗HIV-1逆转录酶活性;最具活性的是化合物8。
Six new avarol and avarone derivatives, 3'-hydroxyavarone [3], 3',6'-dihydroxyavarone [4], 6'-hydroxyavarol [5], 6'-acetoxyavarol [6], 6'-acetoxyavarone [7], and 6'-hydroxy-4'-methoxyavarone [8], are reported from the Red Sea sponge Dysidea cinerea. The structures of the new compounds were determined by spectroscopic data, mainly 1D and 2D nmr measurements. The absolute configurations of 5, 6, and 7, and most likely also of 3, 4, and 8, were established on the basis of cd measurements to be the same as that of avarol. Several of the new compounds are cytotoxic, possess antimicrobial activities, and have anti-HIV-1 reverse transcriptase activities; the most active is compound 8.