A new rearranged eudesmane sesquiterpene and bioactive sesquiterpenes from the twigs of Lindera glauca (Sieb. et Zucc.) Blume.
A new rearranged eudesmane sesquiterpene, named eudeglaucone (1), and five known sesquiterpenes including (+)-faurinone (2) and four eudesmane-type sesquiterpenes (3-6), were isolated from the twigs of Lindera glauca (Sieb. et Zucc.) Blume. The structure of 1 was elucidated by a combination of extensive spectroscopic analyses, including extensive 2D NMR (1H-1H COSY, HMQC, HMBC, and NOESY) and HR-MS. Compound 1 was a relatively rare rearranged eudesmane sesquiterpene in terpenoids. All isolates were evaluated for their antiproliferative activities against four human tumor cell lines (A549, SK-OV-3, SK-MEL-2, and HCT-15). Compounds 3 and 6 showed significant cytotoxicity against SK-MEL-2 and HCT-15 cell lines with IC50values ranging from 9.98 to 12.20 μM. We also investigated the anti-neuroinflammatory activities of the isolates (1-6) in the lipopolysaccharide (LPS)-stimulated murine microglia BV-2 cell line by measuring nitric oxide (NO) levels. All isolates significantly inhibited NO production with IC50values of 3.67-26.48 μM without inducing cell toxicity.
School of Pharmacy, Sungkyunkwan University, Suwon, 440-746, Republic of Korea.
Jae Sik
JS
Yu
School of Pharmacy, Sungkyunkwan University, Suwon, 440-746, Republic of Korea.
Jiwon
J
Baek
Department of Chemistry, Yale University, New Haven, CT, 06520, USA.
Hyun Bong
HB
Park
Charmzone R&D Center, Charmzone Co. LTD., 318 Yeongdong-daero, Gangnam-gu, Seoul, 06177, Republic of Korea.
Eunjung
E
Moon
College of Pharmacy, Gachon University, #191 Hambakmoero, Yeonsu-gu, Incheon, 406-799, Republic of Korea.
Sun Yeou
SY
Kim
Korea Research Institute of Chemical Technology, Deajeon, 305-600, Republic of Korea.
Sang Un
SU
Choi
School of Pharmacy, Sungkyunkwan University, Suwon, 440-746, Republic of Korea. khkim83@skku.edu.
Ki Hyun
http://orcid.org/0000-0002-5285-9138
KH
Kim
D000818:Animals; D045744:Cell Line, Tumor; D006801:Humans; D027443:Lindera; D051379:Mice; D017628:Microglia / Q000187:drug effects / Q000502:physiology; D010936:Plant Extracts / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D018547:Plant Stems; D012717:Sesquiterpenes / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D045787:Sesquiterpenes, Eudesmane / Q000737:chemistry* / Q000302:isolation & purification* / Q000494:pharmacology
D010936:Plant Extracts; D012717:Sesquiterpenes; D045787:Sesquiterpenes, Eudesmane
Anti-inflammation; Cytotoxicity; Lauraceae; Lindera glauca; Sesquiterpene