Icacinlactone H and Icacintrichantholide from the Tuber of Icacina trichantha

Ming Zhao; Monday M. Onakpa; Bernard D. Santarsiero; Xiao Jun Huang; Xiao Qi Zhang; Jia Chen; Jian Jun Cheng; Richard Longnecker; Chun Tao Che

doi:10.1021/acs.orglett.5b01806

Icacinlactone H and Icacintrichantholide from the Tuber of Icacina trichantha

Ming Zhao^*, Monday M. Onakpa, Bernard D. Santarsiero, Xiao Jun Huang, Xiao Qi Zhang, Jia Chen, Jian Jun Cheng, Richard Longnecker, Chun Tao Che

^*Corresponding author for this work

Microbiology-Immunology

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

18 Scopus citations

Abstract

The 17-norpimarane diterpene is a small group of natural products. A new member, icacinlactone H (1), and a new rearranged 17-norpimarane with an unprecedented carbon skeleton, icacintrichantholide (2), were isolated from Icacina trichantha. Their structures including the absolute configuration were elucidated by spectroscopic analysis, single-crystal X-ray diffraction, and electronic circular dichroism analysis. A plausible biogenetic pathway for 1 and 2 is proposed. Both 1 and 2 showed no significant activity against herpes simplex viruses HSV-1 and HSV-2 as well as the Epstein-Barr virus at 50 μM.

Original language	English (US)
Pages (from-to)	3834-3837
Number of pages	4
Journal	Organic Letters
Volume	17
Issue number	15
DOIs	https://doi.org/10.1021/acs.orglett.5b01806
State	Published - Aug 7 2015

ASJC Scopus subject areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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10.1021/acs.orglett.5b01806

Cite this

@article{7c05aa2ff11841d69ffb0442a0efc6db,

title = "Icacinlactone H and Icacintrichantholide from the Tuber of Icacina trichantha",

abstract = "The 17-norpimarane diterpene is a small group of natural products. A new member, icacinlactone H (1), and a new rearranged 17-norpimarane with an unprecedented carbon skeleton, icacintrichantholide (2), were isolated from Icacina trichantha. Their structures including the absolute configuration were elucidated by spectroscopic analysis, single-crystal X-ray diffraction, and electronic circular dichroism analysis. A plausible biogenetic pathway for 1 and 2 is proposed. Both 1 and 2 showed no significant activity against herpes simplex viruses HSV-1 and HSV-2 as well as the Epstein-Barr virus at 50 μM.",

author = "Ming Zhao and Onakpa, {Monday M.} and Santarsiero, {Bernard D.} and Huang, {Xiao Jun} and Zhang, {Xiao Qi} and Jia Chen and Cheng, {Jian Jun} and Richard Longnecker and Che, {Chun Tao}",

note = "Publisher Copyright: {\textcopyright} 2015 American Chemical Society.",

year = "2015",

month = aug,

day = "7",

doi = "10.1021/acs.orglett.5b01806",

language = "English (US)",

volume = "17",

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journal = "Organic Letters",

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publisher = "American Chemical Society",

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TY - JOUR

T1 - Icacinlactone H and Icacintrichantholide from the Tuber of Icacina trichantha

AU - Zhao, Ming

AU - Onakpa, Monday M.

AU - Santarsiero, Bernard D.

AU - Huang, Xiao Jun

AU - Zhang, Xiao Qi

AU - Chen, Jia

AU - Cheng, Jian Jun

AU - Longnecker, Richard

AU - Che, Chun Tao

PY - 2015/8/7

Y1 - 2015/8/7

N2 - The 17-norpimarane diterpene is a small group of natural products. A new member, icacinlactone H (1), and a new rearranged 17-norpimarane with an unprecedented carbon skeleton, icacintrichantholide (2), were isolated from Icacina trichantha. Their structures including the absolute configuration were elucidated by spectroscopic analysis, single-crystal X-ray diffraction, and electronic circular dichroism analysis. A plausible biogenetic pathway for 1 and 2 is proposed. Both 1 and 2 showed no significant activity against herpes simplex viruses HSV-1 and HSV-2 as well as the Epstein-Barr virus at 50 μM.

AB - The 17-norpimarane diterpene is a small group of natural products. A new member, icacinlactone H (1), and a new rearranged 17-norpimarane with an unprecedented carbon skeleton, icacintrichantholide (2), were isolated from Icacina trichantha. Their structures including the absolute configuration were elucidated by spectroscopic analysis, single-crystal X-ray diffraction, and electronic circular dichroism analysis. A plausible biogenetic pathway for 1 and 2 is proposed. Both 1 and 2 showed no significant activity against herpes simplex viruses HSV-1 and HSV-2 as well as the Epstein-Barr virus at 50 μM.

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U2 - 10.1021/acs.orglett.5b01806

DO - 10.1021/acs.orglett.5b01806

M3 - Article

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AN - SCOPUS:84938838268

SN - 1523-7060

VL - 17

SP - 3834

EP - 3837

JO - Organic Letters

JF - Organic Letters

IS - 15

ER -

Icacinlactone H and Icacintrichantholide from the Tuber of Icacina trichantha

Abstract

ASJC Scopus subject areas

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CCDC 1486030: Experimental Crystal Structure Determination

CCDC 1486031: Experimental Crystal Structure Determination

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Icacinlactone H and Icacintrichantholide from the Tuber of Icacina trichantha

Abstract

ASJC Scopus subject areas

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Datasets

CCDC 1486030: Experimental Crystal Structure Determination

CCDC 1486031: Experimental Crystal Structure Determination

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