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Scapiformolactones A-I: Germacrane sesquiterpenoids with an unusual Δ3-15,6-lactone moiety from Salvia scapiformis

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单位: [1]Huazhong Univ Sci & Technol, Tongji Med Coll, Sch Pharm, Hubei Key Lab Nat Med Chem & Resource Evaluat, Wuhan 430030, Peoples R China [2]Huazhong Univ Sci & Technol, Tongji Med Coll, Tongji Hosp, Wuhan 430030, Peoples R China [3]Chinese Acad Sci, Shanghai Inst Mat Med, State Key Lab Drug Res, Shanghai 201203, Peoples R China [4]Chinese Acad Sci, Kunming Inst Bot, State Key Lab Phytochem & Plant Resources West Ch, Kunming 650204, Peoples R China
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关键词: Salvia scapiformis Lamiaceae Germacrane sesquiterpene Conformation Chemical transformation Quantum mechanical calculation Cytotoxicity Immunomodulatory activity

摘要:
Nine germacrane sesquiterpenoids with an unusual Delta(3)-15,6-lactone moiety, scapiformolactones A-I (1-9), and one known seco-germacrane sesquiterpenoid, 3,7,11-trimethyldodeca-1,6,9-triene-3,11-diol (10), were isolated from whole plants of Salvia scapiformis Hance. Their structures were elucidated by spectroscopic methods including HR-ESIMS, IR, UV, NMR, and CD, as well as by quantum mechanical calculations and chemical transformations. Structures of compounds 1-3 were also confirmed by single-crystal X-ray diffraction analysis. Six germacrane 6,15-diol derivatives (11-16) were obtained by chemical transformation. Compounds 1-9 and 11-16 were evaluated for their in vitro immunomodulatory effects on T and B cells, as well as their in vitro cytotoxicity against five human cancer cell lines, HL-60, SMMC-7721, A-549, MCF-7, and SW480. (C) 2013 Elsevier Ltd. All rights reserved.

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出版当年[2012]版:
大类 | 3 区 生物
小类 | 2 区 植物科学
最新[2025]版:
大类 | 2 区 生物学
小类 | 2 区 生化与分子生物学 2 区 植物科学
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出版当年[2011]版:
Q1 PLANT SCIENCES
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Q2 BIOCHEMISTRY & MOLECULAR BIOLOGY Q2 PLANT SCIENCES

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第一作者单位: [1]Huazhong Univ Sci & Technol, Tongji Med Coll, Sch Pharm, Hubei Key Lab Nat Med Chem & Resource Evaluat, Wuhan 430030, Peoples R China
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