Isolation of two new bioactive sesquiterpene lactone glycosides from the roots of Ixeris dentata.
Two new sesquiterpene lactone glycosides, 3-O-β-d-glucopyranosyl-8-hydroxy-(1,5,6,7,11)-guaia-3,10(14)-dien-12,6-olide (1) and 3-O-β-d-glucopyranosyl-8-(4-hydroxyphenylacetyloxy)-(1.5.6,7)-guaia-3,10(14),11(13)-trien-12,6-olide (2), and 12 known sesquiterpene lactone derivatives (3-14) were isolated from the roots of Ixeris dentata. Their structures were determined by extensive spectroscopic methods including 1D and 2D NMR and MS spectra data. All compounds were tested for their ability to inhibit lipopolysaccharide (LPS)-induced nitric oxide (NO) production in BV-2 microglial cell. 3-O-β-d-Glucopyranosyl-8-(4-hydroxyphenylacetyloxy)-(1.5.6,7)-guaia-3,10(14),11(13)-trien-12,6-olide (2) showed the most potent inhibitory activity at a concentration of 20μM.
College of Pharmacy, Yonsei Institute of Pharmaceutical Science, Yonsei University, Incheon 406-840, Republic of Korea.
SeonJu
S
Park
College of Pharmacy, Yonsei Institute of Pharmaceutical Science, Yonsei University, Incheon 406-840, Republic of Korea; Institute of Marine Biochemistry, Vietnam Academy of Science and Technology, 18 Hoang Quoc Viet, Caugiay, Hanoi, Viet Nam.
Nguyen Xuan
NX
Nhiem
College of Pharmacy, Yonsei Institute of Pharmaceutical Science, Yonsei University, Incheon 406-840, Republic of Korea.
Taek Hwan
TH
Lee
College of Pharmacy, Yonsei Institute of Pharmaceutical Science, Yonsei University, Incheon 406-840, Republic of Korea.
Nanyoung
N
Kim
College of Pharmacy, Gachon University, 191 Hambakmoero, Yeonsu-gu, Incheon 406-799, Republic of Korea.
Sun Yeou
SY
Kim
Department of Pharmacology and Institute of Cardiovascular Research, School of Medicine, Chonbuk National University, Jeonju, Chonbuk, Republic of Korea.
Han-Jung
HJ
Chae
College of Pharmacy, Yonsei Institute of Pharmaceutical Science, Yonsei University, Incheon 406-840, Republic of Korea. Electronic address: kimsh11@yonsei.ac.kr.
Seung Hyun
SH
Kim
D000818:Animals; D019659:Asteraceae / Q000737:chemistry*; D002460:Cell Line; D004305:Dose-Response Relationship, Drug; D006027:Glycosides / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology*; D007783:Lactones / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology*; D008070:Lipopolysaccharides / Q000037:antagonists & inhibitors / Q000494:pharmacology; D051379:Mice; D015394:Molecular Structure; D009569:Nitric Oxide / Q000037:antagonists & inhibitors* / Q000096:biosynthesis; D018517:Plant Roots / Q000737:chemistry*; D012717:Sesquiterpenes / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology*; D013329:Structure-Activity Relationship
D006027:Glycosides; D007783:Lactones; D008070:Lipopolysaccharides; D012717:Sesquiterpenes; D009569:Nitric Oxide
(1)H NMR; (13)C NMR; BV-2 cell; Ixeris dentata; Nitric oxide (NO); Sesquiterpene lactone glycosides