Germacranes and m-menthane from illicium lanceolatum

Ming Zhao; Xianming Zhang; Yan Wang; Min Huang; Jin Ao Duan; Tanja Gödecke; Karina M. Szymulanska-Ramamurthy; Zhiqi Yin; Chun Tao Che

doi:10.3390/molecules19044326

Germacranes and m-menthane from illicium lanceolatum

Ming Zhao^*, Xianming Zhang, Yan Wang, Min Huang, Jin Ao Duan, Tanja Gödecke, Karina M. Szymulanska-Ramamurthy, Zhiqi Yin, Chun Tao Che

^*Corresponding author for this work

Pediatrics

Research output: Contribution to journal › Article › peer-review

14 Scopus citations

Abstract

Three new germacrane sesquiterpenes and a new m-menthane monoterpene were isolated together with four known compounds from the pericarp of Illicium lanceolatum, an adulterant to star anise (Illicium verum). All compounds were isolated from Illicium plants for the first time. The absolute stereochemistry of all germacranes and m-menthane was established by a combination of NMR and the modified Mosher's ester method. The biological activity was evaluated on SH-SY5Y neuroblastoma cell line. (1S,5R,7R)-1,5-Dihydroxygermacra-4(15),10(14), 11(12)-triene (at 62.5 μM) and (1R,5R,7R)-1,5-dihydroxygermacra-4(15),10(14), 11(12)-triene (at 15.6 μM) promoted the proliferation of SH-SY5Y by 36.2% and 45.8%, respectively, after 48 h incubation, indicating potential neurotrophic activity.

Original language	English (US)
Pages (from-to)	4326-4337
Number of pages	12
Journal	Molecules
Volume	19
Issue number	4
DOIs	https://doi.org/10.3390/molecules19044326
State	Published - Apr 2014

Keywords

Absolute stereochemistry
Germacrane sesquiterpenes
Illiciaceae
Illicium lanceolatum
M-menthane monoterpene
Proliferative promotion
SH-SY5Y

ASJC Scopus subject areas

Drug Discovery
Analytical Chemistry
Chemistry (miscellaneous)
Molecular Medicine
Physical and Theoretical Chemistry
Pharmaceutical Science
Organic Chemistry

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10.3390/molecules19044326

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title = "Germacranes and m-menthane from illicium lanceolatum",

abstract = "Three new germacrane sesquiterpenes and a new m-menthane monoterpene were isolated together with four known compounds from the pericarp of Illicium lanceolatum, an adulterant to star anise (Illicium verum). All compounds were isolated from Illicium plants for the first time. The absolute stereochemistry of all germacranes and m-menthane was established by a combination of NMR and the modified Mosher's ester method. The biological activity was evaluated on SH-SY5Y neuroblastoma cell line. (1S,5R,7R)-1,5-Dihydroxygermacra-4(15),10(14), 11(12)-triene (at 62.5 μM) and (1R,5R,7R)-1,5-dihydroxygermacra-4(15),10(14), 11(12)-triene (at 15.6 μM) promoted the proliferation of SH-SY5Y by 36.2% and 45.8%, respectively, after 48 h incubation, indicating potential neurotrophic activity.",

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author = "Ming Zhao and Xianming Zhang and Yan Wang and Min Huang and Duan, {Jin Ao} and Tanja G{\"o}decke and Szymulanska-Ramamurthy, {Karina M.} and Zhiqi Yin and Che, {Chun Tao}",

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AU - Gödecke, Tanja

AU - Szymulanska-Ramamurthy, Karina M.

AU - Yin, Zhiqi

AU - Che, Chun Tao

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Germacranes and m-menthane from illicium lanceolatum

Abstract

Keywords

ASJC Scopus subject areas

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