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Artemilavanolides A and B, two sesquiterpenoids with a 6-oxabicyclo[3.2.1]octane scaffold from Artemisia lavandulaefolia.

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Title: Artemilavanolides A and B, two sesquiterpenoids with a 6-oxabicyclo[3.2.1]octane scaffold from Artemisia lavandulaefolia.
Authors: Ding, Lin-Fen1,2 (AUTHOR), Peng, Li-Yan1 (AUTHOR), Zhou, Hao-Feng1 (AUTHOR), Song, Liu-Dong2 (AUTHOR), Wu, Xing-De1 (AUTHOR) wuxingde@mail.kib.ac.cn, Zhao, Qin-Shi1 (AUTHOR) qinshizhao@mail.kib.ac.cn
Source: Tetrahedron Letters: International Organ for the Rapid Publication of Preliminary Communications in Organic Chemistry. May2020, Vol. 61 Issue 21, pN.PAG-N.PAG. 1p.
Subjects: Sesquiterpenes, Artemisia, Single crystals, Circular dichroism
Abstract: • Two unprecedented sesquiterpenoids were obtained from Artemisia lavandulaefolia. • The structures of 1 and 2 possessed 6-oxabicyclo[3.2.1]octane scaffold. • The absolute configurations of 1 and 2 were established by analysis of ECD data. • Compound 1 exhibit moderate neurotrophic activity. Artemilavanolides A (1) and B (2), two unprecedented sesquiterpenoids with 6-oxabicyclo[3.2.1]octane scaffold, as well as one known biogenetically related sesquiterpenoid, 11 β ,13-dihydrosantamarin (3), were isolated from the aerial parts of Artemisia lavandulaefolia. The structures and absolute configurations of 1 and 2 were characterized by analysis of HRESIMS, NMR spectroscopic, single crystal X-ray diffraction, and electronic circular dichroism (ECD) data. The plausible biogenetic pathway for 1 and 2 was also proposed. Compound 1 was found to enhance the neurite outgrowth of NGF-mediated PC12 cells at a concentration of 10 μM. [ABSTRACT FROM AUTHOR]
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Database: Engineering Source
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Abstract:• Two unprecedented sesquiterpenoids were obtained from Artemisia lavandulaefolia. • The structures of 1 and 2 possessed 6-oxabicyclo[3.2.1]octane scaffold. • The absolute configurations of 1 and 2 were established by analysis of ECD data. • Compound 1 exhibit moderate neurotrophic activity. Artemilavanolides A (1) and B (2), two unprecedented sesquiterpenoids with 6-oxabicyclo[3.2.1]octane scaffold, as well as one known biogenetically related sesquiterpenoid, 11 β ,13-dihydrosantamarin (3), were isolated from the aerial parts of Artemisia lavandulaefolia. The structures and absolute configurations of 1 and 2 were characterized by analysis of HRESIMS, NMR spectroscopic, single crystal X-ray diffraction, and electronic circular dichroism (ECD) data. The plausible biogenetic pathway for 1 and 2 was also proposed. Compound 1 was found to enhance the neurite outgrowth of NGF-mediated PC12 cells at a concentration of 10 μM. [ABSTRACT FROM AUTHOR]
ISSN:00404039
DOI:10.1016/j.tetlet.2020.151872