NATURAL PRODUCT RESEARCH AND DEVELOPMENT ›› 2021, Vol. 33 ›› Issue (7): 1147-1155.doi: 10.16333/j.1001-6880.2021.7.009

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Study on the chemical constituents of Penicillium crustosum,an endophytic fungus from Ophiocordyceps sinensis 

JU Feng,LUO Fan,FENG Dan,GUO Da-le,REN Bo*,DENG Yun*   

  1. Sichuan Provincial Key Laboratory of Systematic Research,Development and Utilization of Chinese Medical Resources:Ministry of State Key Laboratory Breeding Base,School of Pharmacy,Chengdu University of Traditional Chinese Medicine,Chengdu 611137,China

  • Online:2021-07-28 Published:2021-07-29

Abstract:

To investigate the compounds produced by the endophytic fungus Penicillium crustosum from Ophiocordyceps sinensis and their antibacterial activities,16 compounds were isolated and purified by reversed-phase silica gel column chromatography,MCI column chromatography,preparative HPLC,and other methods.Their structures were elucidated on the basis of NMR and MS spectroscopic evidences.The compounds were identified as Ac-L-Leu-L-Pro-OCH31),(E)-3-benzylidene-4-methyl-3,4-dihydro-1H-benzo[e][1,4]diazepine-2,5-dione(2),(Z)-3-benzylidene-4-methyl-3,4-dihydro-1H-benzo[e][1,4]diazepine-2,5-dione(3),cyclopenin(4),(3S)-1,4-benzodiazepine-2,5-diones(5),O-acetyl-β-paxitriol(6),roquefortine C(7),isoroquefortine C(8),aflaquinolone G(9),3-hydroxy-4-phenylquinolin-2(1H)-one(10),viridicatol(11),cyclo(Pro-Leu)(12),N-(phenylmethyl) carbamic acid (13),(5S,6R,7S,8R)-5-amino-(2Z,4Z)-1,2,3-trihydroxybuta-2,4-dienyloxy-pentane-6,7,8,9-tetraol (14),2′,4′-dihydroxy-3′,5′-dimethylacetophenone (15), and conidiogenone B (16).The compounds isolated are mainly benzodiazepines,indole diterpenes and quinolone alkaloids.Compounds 1 and 2 were isolated as new natural products,and compounds 1-4,6,9,12-14 and 16 were isolated from this strain for the first time.

Key words: Penicillium crustosum, chemical constituents, Ophiocordyceps sinensis, endophytic fungus

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