Kaemgalangol A: Unusual seco-isopimarane diterpenoid from aromatic ginger Kaempferia galanga

被引：33

作者：

Swapana, Ningombam ^{[1
,2
]}

Tominaga, Takehiro ^{[1
]}

Elshamy, Abdelsamed I. ^{[1
,3
]}

Ibrahim, Mahmoud A. A. ^{[4
]}

Hegazy, Mohamed-Elamir F. ^{[5
,6
]}

Singh, Ch Brajakishor ^{[7
]}

Suenaga, Midori ^{[1
]}

Imagawa, Hiroshi ^{[1
]}

Noji, Masaaki ^{[1
]}

Umeyama, Akemi ^{[1
]}

机构：

[1] Tokushima Bunri Univ, Fac Pharmaceut Sci, Yamashiro, Tokushima 7708514, Japan

[2] S Kula Womens Coll, Manipur, India

[3] Natl Res Ctr, Dept Nat Cpds Chem, 33 El Bohouth St, Giza 12622, Egypt

[4] Minia Univ, Fac Sci, Dept Chem, Computat Chem Lab, Al Minya 61519, Egypt

[5] Natl Res Ctr, Phytochem Dept, 33 El Bohouth St, Giza 12622, Egypt

[6] Johannes Gutenberg Univ Mainz, Inst Pharm & Biochem, Dept Pharmaceut Biol, Staudinger Weg 5, D-55128 Mainz, Germany

[7] Inst Bioresources & Sustainable Dev, Manipur, India

来源：

FITOTERAPIA | 2018年 / 129卷

关键词：

Kaempferia galanga; Kaemgalangol A; Seco-isopimarane; X-ray; Theoretical calculations; Absolute configuration; Cytotoxicity; ETHYL P-METHOXYCINNAMATE; RESISTANT STRAINS; ESSENTIAL OILS; RHIZOMES; ABIETANE; MYANMAR; EXTRACT; L;

D O I：

10.1016/j.fitote.2018.06.010

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

A new unusual seco-isopimarane, kaemgalangol A (1) and 12 usual analogs (2 - 13) were isolated from the rhizomes of Kaempferia galanga (Family: Zingiberaceae). KaemgalangolA (1) represented a rarely isolated 9,10-seco-isopimarane skeleton. The chemical structures of the isolated compounds were mainlyinvestigated by spectroscopic techniques such as 1D, 2D NMR, and HRMS. The absolute configuration of 1-3 was studied by X-ray diffraction analysis as well as experimental and TDDFT-calculated electronic circular dichroism. Among the isolated diterpenoids, 5, 6 and 9 exhibited cytotoxic activity against HeLa (IC50 75.1, 74.2 and 76.5 mu M, respectively) and HSC-2 (IC50 69.9, 53.3 and 58.2 mu M, respectively) cancer cells.

引用

页码：47 / 53

页数：7

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