Incarviatone A, a structurally unique natural product hybrid with a new carbon skeleton from Incarvillea delavayi, and its absolute configuration via calculated electronic circular dichroic spectra

被引：14

作者：

Shen, Yun-Heng ^{[1
]}

Ding, Yuanqing ^{[2
]}

Lu, Tao ^{[1
]}

Li, Xing-Cong ^{[2
,3
]}

Tian, Jun-Mian ^{[1
]}

Li, Hui-Liang ^{[1
]}

Shan, Lei ^{[1
]}

Ferreira, Daneel ^{[2
,3
]}

Khan, Ikhlas A. ^{[2
,3
]}

Zhang, Wei-Dong ^{[1
,4
]}

机构：

[1] Second Mil Med Univ, Sch Pharm, Dept Phytochem, Shanghai 200433, Peoples R China

[2] Univ Mississippi, Sch Pharm, Pharmaceut Sci Res Inst, Natl Ctr Nat Prod Res, University, MS 38677 USA

[3] Univ Mississippi, Sch Pharm, Dept Pharmacognosy, University, MS 38677 USA

[4] Shanghai Jiao Tong Univ, Sch Pharm, Shanghai 200030, Peoples R China

来源：

RSC ADVANCES | 2012年 / 2卷 / 10期

关键词：

Carbon - Plants (botany) - Dichroism - Musculoskeletal system - Quantum chemistry;

D O I：

10.1039/c2ra20188g

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A phytochemical investigation of Incarvillea delavayi led to the isolation of incarviatone A (1), a structurally unique natural product hybrid with a new carbon skeleton. The structure of 1 was elucidated by spectroscopic analysis, and its absolute configuration was determined by a combination of biogenesis consideration, NOESY experiments, and quantum chemical computational modeling of electronic circular dichroism (ECD).

引用

页码：4175 / 4180

页数：6

共 19 条

[1] ALKALOID ACTINIDINE AND PLAUSIBLE PRECURSORS IN DEFENSIVE SECRETIONS OF ROVE BEETLES [J].

BELLAS, TE ;

BROWN, WV ;

MOORE, BP .

JOURNAL OF INSECT PHYSIOLOGY, 1974, 20 (02) :277-280

[2] Application of electronic circular dichroism in configurational and conformational analysis of organic compounds [J].

Berova, Nina ;

Di Bari, Lorenzo ;

Pescitelli, Gennaro .

CHEMICAL SOCIETY REVIEWS, 2007, 36 (06) :914-931

[3] Convergent diversity-oriented synthesis of small-molecule hybrids [J].

Chen, C ;

Li, XD ;

Neumann, CS ;

Lo, MMC ;

Schreiber, SL .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2005, 44 (15) :2249-2252

[4] Incarviditone: A Novel Cytotoxic Benzofuranone Dimer from Incarvillea delavayi BUREAU et FRANCHET [J].

Chen, Yu-Qi ;

Shen, Yun-Heng ;

Su, Yong-Qing ;

Kong, Ling-Yi ;

Zhang, Wei-Dong .

CHEMISTRY & BIODIVERSITY, 2009, 6 (05) :779-783

[5] INCARVINE-A, A MONOTERPENE ALKALOID FROM INCARVILLEA-SINENSIS [J].

CHI, YM ;

HASHIMOTO, F ;

YAN, WM ;

NOHARA, T .

PHYTOCHEMISTRY, 1995, 40 (01) :353-354

[6]

Ding Y., 2007, J ORG CHEM, V72, P4707

[7]

Editorial committee, 1987, FLOR CHIN, P34

[8]

Frisch M., 2004, GAUSSIAN 03 REVISION, DOI DOI 10.1016/J.MOLSTRUC.2017.03.014

[9] Two novel monoterpene alkaloid dimers from Incarvillea arguta [J].

Fu, Jian-Jun ;

Jin, Hui-Zi ;

Shen, Yun-Heng ;

Zhang, Wei-Dong ;

Xu, Wen-Zheng ;

Zeng, Qi ;

Yan, Shi-Kai .

HELVETICA CHIMICA ACTA, 2007, 90 (11) :2151-2155

[10] Natural product hybrids [J].

Gademann, Karl .

CHIMIA, 2006, 60 (12) :841-845

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