title: A novel withanolide with an unprecedented carbon skeleton from Physalis angulata.
abstract: A novel withanolide, aromaphysalin A (1), possessing an exceptional C(11)-C(15) bond and an unprecedented 4,9-cyclized aromatic ring (ring A), is isolated from stems and leaves of Physalis angulata L. Its structure was determined by a combination of HRESIMS, 2D NMR spectra, and theoretical calculations. Compound 1 exhibited inhibitory activity on NO production with an IC50value of 51.64 μM. A plausible biosynthetic pathway for 1 is also discussed.
authors.affiliation: Tianjin State Key Laboratory of Modern Chinese Medicine and School of Chinese Materia Medica, Tianjin University of Traditional Chinese Medicine, 312 Anshanxi Road, Nankai District, Tianjin 300193, China. fengqiu20070118@163.com and Department of Natural Products Chemistry, School of Traditional Chinese Materia Medica, Key Laboratory of Structure-Based Drug Design & Discovery, Ministry of Education, Shenyang Pharmaceutical University, Shenyang 110016, China. syzyclx@163.com.
authors.forename: Cheng-Peng
authors.initials: CP
authors.lastname: Sun
authors.affiliation: Department of Chemistry and Biochemistry, University of Denver, Denver, Colorado 80208, USA.
authors.forename: Andrei G
authors.initials: AG
authors.lastname: Kutateladze
authors.affiliation: School of Pharmacy, Key Laboratory of Molecular Pharmacology and Drug Evaluation (Yantai University), Ministry of Education, Collaborative Innovation Center of Advanced Drug Delivery System and Biotech Drugs in Universities of Shandong, Yantai University, Yantai, 264005, China.
authors.forename: Feng
authors.initials: F
authors.lastname: Zhao
authors.affiliation: Department of Natural Products Chemistry, School of Traditional Chinese Materia Medica, Key Laboratory of Structure-Based Drug Design & Discovery, Ministry of Education, Shenyang Pharmaceutical University, Shenyang 110016, China. syzyclx@163.com.
authors.forename: Li-Xia
authors.initials: LX
authors.lastname: Chen
authors.affiliation: Tianjin State Key Laboratory of Modern Chinese Medicine and School of Chinese Materia Medica, Tianjin University of Traditional Chinese Medicine, 312 Anshanxi Road, Nankai District, Tianjin 300193, China. fengqiu20070118@163.com and Department of Natural Products Chemistry, School of Traditional Chinese Materia Medica, Key Laboratory of Structure-Based Drug Design & Discovery, Ministry of Education, Shenyang Pharmaceutical University, Shenyang 110016, China. syzyclx@163.com.
authors.forename: Feng
authors.identifier: http://orcid.org/0000-0001-5505-8670
authors.initials: F
authors.lastname: Qiu
mesh_terms: D000818:Animals; D002244:Carbon / Q000737:chemistry*; D004305:Dose-Response Relationship, Drug; D008070:Lipopolysaccharides / Q000037:antagonists & inhibitors / Q000494:pharmacology; D008264:Macrophages / Q000187:drug effects / Q000378:metabolism; D051379:Mice; D008968:Molecular Conformation; D009569:Nitric Oxide / Q000037:antagonists & inhibitors* / Q000096:biosynthesis; D032321:Physalis / Q000737:chemistry*; D018515:Plant Leaves / Q000737:chemistry; D018547:Plant Stems / Q000737:chemistry; D000067996:RAW 264.7 Cells; D013329:Structure-Activity Relationship; D054358:Withanolides / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology*
chemical_list: D008070:Lipopolysaccharides; D054358:Withanolides; C000626490:aromaphysalin A; D009569:Nitric Oxide; D002244:Carbon