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Molecules 2014, 19(4), 4326-4337; doi:10.3390/molecules19044326
Article

Germacranes and m-Menthane from Illicium lanceolatum

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Received: 15 March 2014; in revised form: 27 March 2014 / Accepted: 28 March 2014 / Published: 4 April 2014
(This article belongs to the Section Metabolites)
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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.
Keywords: Illicium lanceolatum; Illiciaceae; germacrane sesquiterpenes; m-menthane monoterpene; absolute stereochemistry; proliferative promotion; SH-SY5Y Illicium lanceolatum; Illiciaceae; germacrane sesquiterpenes; m-menthane monoterpene; absolute stereochemistry; proliferative promotion; SH-SY5Y
This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

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MDPI and ACS Style

Zhao, M.; Zhang, X.; Wang, Y.; Huang, M.; Duan, J.-A.; Gödecke, T.; Szymulanska-Ramamurthy, K.M.; Yin, Z.; Che, C.-T. Germacranes and m-Menthane from Illicium lanceolatum. Molecules 2014, 19, 4326-4337.

AMA Style

Zhao M, Zhang X, Wang Y, Huang M, Duan J-A, Gödecke T, Szymulanska-Ramamurthy KM, Yin Z, Che C-T. Germacranes and m-Menthane from Illicium lanceolatum. Molecules. 2014; 19(4):4326-4337.

Chicago/Turabian Style

Zhao, Ming; Zhang, Xianming; Wang, Yan; Huang, Min; Duan, Jin-Ao; Gödecke, Tanja; Szymulanska-Ramamurthy, Karina M.; Yin, Zhiqi; Che, Chun-Tao. 2014. "Germacranes and m-Menthane from Illicium lanceolatum." Molecules 19, no. 4: 4326-4337.



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