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从地黄内生真菌Verticillium sp. 中分离得到的一种新的二苯醚。

A new diphenyl ether from the endophytic fungus Verticillium sp. isolated from Rehmannia glutinosa.

机构信息

Department of Pharmacognosy, School of Pharmacy, Second Military Medical University, Shanghai 200433, China; Department of Pharmacology, College of Pharmacy, Third Military Medical University, Chongqing 400038, China.

Department of Pharmacognosy, School of Pharmacy, Second Military Medical University, Shanghai 200433, China.

出版信息

Chin J Nat Med. 2013 Nov;11(6):673-5. doi: 10.1016/S1875-5364(13)60078-3.

DOI:10.1016/S1875-5364(13)60078-3
PMID:24345509
Abstract

AIM

To investigate the chemical constituents of the endophytic fungus Verticillium sp. isolated from Rehmannia glutinosa.

METHODS

The compounds were isolated and purified by repeated column chromatography, and their structures were determined on the basis of physicochemical properties and spectral analysis. Their cytotoxic and antifungal activities were evaluated.

RESULTS

Ten compounds were obtained and their structures were identified as 2, 4-dihydroxy-2', 6-diacetoxy-3'-methoxy-5'-methyl-diphenyl ether (1), paecilospirone (2), α-acetylorcinol (3), 2-methoxy-1,8-dimethyl-xanthen-9-one (4), 4-hydroxy-α-lapachone (5), enalin A (6), 2,3,4-trimethyl-5,7-dihydroxy-2,3-dihydrobenzofuran (7), 4-hydroxyethyl-phenol (8), 2,4-dihydroxy-3,5,6-trimethyl- methylbenzoate (9), and 3-isopropenyl-(Z)-monomethyl maleate (10).

CONCLUSIONS

Compound 1 is a new diphenyl ether, and showed cytotoxic activity against HL-60 cells (IC50 2.24 μg · mL(-1)), and antifungal activities against Candida albicans (MIC 8 μg · mL(-1)) and Aspergillus fumigatus (MIC 16 μg · mL(-1)).

摘要

目的

研究从地黄中分离得到的内生真菌Verticillium sp. 的化学成分。

方法

采用反复柱层析法分离和纯化化合物,根据理化性质和光谱分析确定其结构。评估它们的细胞毒性和抗真菌活性。

结果

分离得到 10 种化合物,鉴定它们的结构为 2,4-二羟基-2',6-二乙酰氧基-3'-甲氧基-5'-甲基二苯醚(1)、佩枯菌素(2)、α-乙酰基邻苯二酚(3)、2-甲氧基-1,8-二甲基-蒽-9-酮(4)、4-羟基-α-拉帕酮(5)、enalin A(6)、2,3,4-三甲基-5,7-二羟基-2,3-二氢苯并呋喃(7)、4-羟乙基苯酚(8)、2,4-二羟基-3,5,6-三甲基苯甲酸甲酯(9)和 3-异丙烯基-(Z)-单甲基马来酸酯(10)。

结论

化合物 1 是一种新的二苯醚,对 HL-60 细胞具有细胞毒性(IC50 为 2.24 μg·mL(-1)),对白色念珠菌(MIC 为 8 μg·mL(-1))和烟曲霉(MIC 为 16 μg·mL(-1))具有抗真菌活性。

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