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Antifungal trichothecene sesquiterpenes obtained from the culture broth of marine-derived Trichoderma cf. brevicompactum and their structure-activity relationship
Affiliation:1. Graduate School of Pharmaceutical Sciences, Nagoya City University, 3-1, Tanabe-Dori, Mizuho-ku, Nagoya 467-8603, Aichi, Japan;2. Laboratory of Pharmacology, School of Pharmacy, Nihon University, 7-7-1, Narashinodai, Funabashi, 274-8555, Chiba, Japan;3. Department of Cell Pathology, Graduate School of Medical Sciences, Kumamoto University, Honjo 1-1-1, Kumamoto 860-8556, Kumamoto, Japan;4. Laboratory of Medical Microbiology, School of Pharmacy, Nihon University, 7-7-1, Narashinodai, Funabashi 274-8555, Chiba, Japan;1. Laboratory of Advanced Materials Chemistry, Advanced Institute of Materials Science, Ton Duc Thang University, Ho Chi Minh City, Viet Nam;2. Faculty of Applied Sciences, Ton Duc Thang University, Ho Chi Minh City, Viet Nam;3. College of Pharmacy, Yeungnam University, Gyeongbuk 38541, Republic of Korea;4. Department of Chemistry and Nanoscience, Ewha Womans University, Seoul 03760, Republic of Korea;5. Laboratories of Marine New Drugs, REDONE Seoul, Seoul 08594, Republic of Korea;6. Department of Convergence Study on the Ocean Science and Technology, Korea Maritime and Ocean University, Busan 49112, Republic of Korea;1. Yantai Institute of Coastal Zone Research, Chinese Academy of Sciences, Yantai 264003, China;2. College of Resources and Environment, University of Chinese Academy of Sciences, Beijing 100049, China;3. School of Basic Sciences for Aviation, Naval Aviation University, Yantai 264001, China;1. School of Pharmaceutical Sciences, South-Central University for Nationalities, Wuhan 430074, PR China;2. Chongqing Key Laboratory of Natural Product Synthesis and Drug Research, School of Pharmaceutical Sciences, Chongqing University, Chongqing 401331, PR China;3. Research & Development Center, China Tobacco Yunnan Industrial Co., Ltd, Kunming 650201, PR China;4. Key Laboratory of Tibetan Medicine Research, Northwest Institute of Plateau Biology, Chinese Academy of Sciences, Xining 810008, PR China
Abstract:Two new trichothecene sesquiterpenes, trichobreols D (1) and E (2), were isolated from the culture broth of marine-derived Trichoderma cf. brevicompactum together with trichobreol A (3). The structures of 1 and 2 were assigned on the basis of their spectroscopic data. Compound 1 inhibited the growth of two yeast-like fungi, Candida albicans and Cryptococcus neoformans, with equivalent MIC values (6.3 μg/mL), while 2 gave MIC values of 12.5 and 25 μg/mL, respectively. The antifungal activities of five semisynthetic derivatives (48) prepared from 3 were evaluated and compared to investigate the preliminary structure-activity relationship.
Keywords:Trichothecene  Trichobreol  Antifungal activity
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