2. Academic Validation
  3. A new polyoxygenated cyclohexene and a new megastigmane glycoside from Uvaria grandiflora

A new polyoxygenated cyclohexene and a new megastigmane glycoside from Uvaria grandiflora

  • Bioorg Med Chem Lett. 2015 Aug 15;25(16):3246-50. doi: 10.1016/j.bmcl.2015.05.066.
Duc Viet Ho 1,  Takeshi Kodama 2,  Hien Thi Bich Le 1,  Kiem Van Phan 3,  Thao Thi Do 4,  Tai Huu Bui 5,  Anh Tuan Le 6,  Nwet Nwet Win 2,  Hiroshi Imagawa 7,  Takuya Ito 8,  Hiroyuki Morita 9,  Hoai Thi Nguyen 10
Affiliations

Affiliations

  • 1 Faculty of Pharmacy, Hue University of Medicine and Pharmacy, Hue University, 06 Ngo Quyen, Hue City, Viet Nam.
  • 2 Institute of Natural Medicine, University of Toyama, 2630-Sugitani, Toyama 930-0194, Japan.
  • 3 Institute of Marine Biochemistry, VAST, 18 Hoang Quoc Viet, Caugiay, Hanoi, Viet Nam.
  • 4 Institute of Biotechnology, VAST, 18 Hoang Quoc Viet, Caugiay, Hanoi, Viet Nam.
  • 5 Institute of Marine Biochemistry, VAST, 18 Hoang Quoc Viet, Caugiay, Hanoi, Viet Nam; College of Pharmacy, Chungnam National University, Daejeon 305-764, Republic of Korea.
  • 6 Quang Tri Center of Science and Technology, Mientrung Inst. for Scientific Research, 121 Ly Thuong Kiet, Dong Ha, Quang Tri, Viet Nam.
  • 7 Faculty of Pharmaceutical Sciences, Tokushima Bunri University, Yamashiro-cho, Tokushima 770-8514, Japan.
  • 8 Institute of Natural Medicine, University of Toyama, 2630-Sugitani, Toyama 930-0194, Japan. Electronic address: itot@inm.u-toyama.ac.jp.
  • 9 Institute of Natural Medicine, University of Toyama, 2630-Sugitani, Toyama 930-0194, Japan. Electronic address: hmorita@inm.u-toyama.ac.jp.
  • 10 Faculty of Pharmacy, Hue University of Medicine and Pharmacy, Hue University, 06 Ngo Quyen, Hue City, Viet Nam; Institute of Natural Medicine, University of Toyama, 2630-Sugitani, Toyama 930-0194, Japan. Electronic address: hoai77@gmail.com.
PMID: 26077495 DOI: 10.1016/j.bmcl.2015.05.066
Abstract

A new polyoxygenated cyclohexene, (-)-3-O-debenzoylzeylenone (1), and a new megastigmane glycoside, grandionoside A (2), were isolated from the aerial parts of Uvaria grandiflora collected in Vietnam, together with ten known compounds including polyoxygenated cyclohexenes (3-6), a triterpenoid (7), an alkaloid (8), a long chain alcohol (9), hexenyl glycopyranoside (10), and saponins (11-12). Their chemical structures were elucidated by a combination of extensive NMR spectroscopy with X-ray crystallographic analysis for 1, and chemical conversion for 2. Compound 1 exhibited significant cytotoxicity against the LU-1 and SK-Mel-2 cell lines with IC50 values of 4.68 and 3.63 μM, respectively. Remarkably, the cytotoxicity of 12 against the LU-1, KB, Hep-G2, MKN-7, and SW-480 cell lines was comparable to that of ellipticine, the positive control, with IC50 values ranging from 1.24 to 1.60 μM.

Keywords

Cytotoxicity; Megastigmane glycoside; Polyoxygenated cyclohexene; Uvaria grandiflora.

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