title: Bioactive 7-Oxabicyclic[6.3.0]lactam and 12-Membered Macrolides from a Gorgonian-Derived Cladosporium sp. Fungus.
abstract: One new bicyclic lactam, cladosporilactam A (1), and six known 12-membered macrolides (2-7) were isolated from a gorgonian-derived Cladosporium sp. fungus collected from the South China Sea. Their complete structural assignments were elucidated by comprehensive spectroscopic investigation. Quantum chemistry calculations were used in support of the structural determination of 1. The absolute configuration of 1 was determined by calculation of its optical rotation. Cladosporilactam A (1) was the first example of 7-oxabicyclic[6.3.0]lactam obtained from a natural source. Compound 1 exhibited promising cytotoxic activity against cervical cancer HeLa cell line with an IC50 value of 0.76 μM.
authors.affiliation: Key Laboratory of Marine Drugs, The Ministry of Education of China, School of Medicine and Pharmacy, Ocean University of China, Qingdao 266003, China. caofei2016@gmail.com.
authors.forename: Fei
authors.initials: F
authors.lastname: Cao
authors.affiliation: Chinese Center for Chirality, Key Laboratory of Medicinal Chemistry and Molecular Diagnosis of Ministry of Education, and College of Pharmacy Sciences, Hebei University, Baoding 071002, China. transtaralice@hotmail.com.
authors.forename: Qin
authors.initials: Q
authors.lastname: Yang
authors.affiliation: Key Laboratory of Marine Drugs, The Ministry of Education of China, School of Medicine and Pharmacy, Ocean University of China, Qingdao 266003, China. shaochanglun@ouc.edu.cn.
authors.forename: Chang-Lun
authors.initials: CL
authors.lastname: Shao
authors.affiliation: Key Laboratory of Marine Drugs, The Ministry of Education of China, School of Medicine and Pharmacy, Ocean University of China, Qingdao 266003, China. haiyangbencao@ouc.edu.cn.
authors.forename: Chui-Jian
authors.initials: CJ
authors.lastname: Kong
authors.affiliation: Key Laboratory of Marine Drugs, The Ministry of Education of China, School of Medicine and Pharmacy, Ocean University of China, Qingdao 266003, China. zhengjuanjuan90@gmail.com.
authors.forename: Juan-Juan
authors.initials: JJ
authors.lastname: Zheng
authors.affiliation: Key Laboratory of Marine Drugs, The Ministry of Education of China, School of Medicine and Pharmacy, Ocean University of China, Qingdao 266003, China. liuyunfeng1990@gmail.com.
authors.forename: Yun-Feng
authors.initials: YF
authors.lastname: Liu
authors.affiliation: Key Laboratory of Marine Drugs, The Ministry of Education of China, School of Medicine and Pharmacy, Ocean University of China, Qingdao 266003, China. changyun@ouc.edu.cn.
authors.forename: Chang-Yun
authors.initials: CY
authors.lastname: Wang
mesh_terms: D000818:Animals; D037421:Anthozoa / Q000382:microbiology; D000970:Antineoplastic Agents / Q000302:isolation & purification* / Q000494:pharmacology; D059001:Aquatic Organisms / Q000737:chemistry*; D001203:Ascomycota / Q000737:chemistry*; D019086:Bridged Bicyclo Compounds, Heterocyclic / Q000302:isolation & purification* / Q000494:pharmacology; D006367:HeLa Cells / Q000187:drug effects; D006801:Humans; D007769:Lactams / Q000302:isolation & purification* / Q000494:pharmacology; D047029:Lactams, Macrocyclic / Q000302:isolation & purification* / Q000494:pharmacology; D018942:Macrolides / Q000302:isolation & purification* / Q000494:pharmacology; D009682:Magnetic Resonance Spectroscopy
chemical_list: D000970:Antineoplastic Agents; D019086:Bridged Bicyclo Compounds, Heterocyclic; D007769:Lactams; D047029:Lactams, Macrocyclic; D018942:Macrolides; C000606988:cladosporilactam A
keywords: 12-membered macrolides; Cladosporium sp.; bicyclic lactam; cytotoxic activity; gorgonian-derived fungus