Total synthesis and biological evaluation of monorhizopodin and 16-epi-monorhizopodin

K. C. Nicolaou; Xuefeng Jiang; Peter J. Lindsay-Scott; Andrei Corbu; Sawako Yamashiro; Andrea Bacconi; Velia M. Fowler

doi:10.1002/anie.201006780

Total synthesis and biological evaluation of monorhizopodin and 16-epi-monorhizopodin

K. C. Nicolaou, Xuefeng Jiang, Peter J. Lindsay-Scott, Andrei Corbu, Sawako Yamashiro, Andrea Bacconi, Velia M. Fowler

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

54 Scopus citations

Abstract

Convergence and a biological dichotomy! Monorhizopodin (see structure) and its C16 epimer have been synthesized through a highly convergent strategy. Unlike the antitumor agent rhizopodin which is their naturally occurring dimer, monorhizopodin and its epimer exhibit potent inhibition of actin polymerization but no significant cytotoxicity.

Original language	English
Pages (from-to)	1139-1144
Number of pages	6
Journal	Angewandte Chemie - International Edition
Volume	50
Issue number	5
DOIs	https://doi.org/10.1002/anie.201006780
State	Published - 1 Feb 2011
Externally published	Yes

Keywords

macrolactonization
natural products
polyketides
total synthesis

Access to Document

10.1002/anie.201006780

Cite this

@article{291b249ebeb743708f4d95fba321fef4,

title = "Total synthesis and biological evaluation of monorhizopodin and 16-epi-monorhizopodin",

abstract = "Convergence and a biological dichotomy! Monorhizopodin (see structure) and its C16 epimer have been synthesized through a highly convergent strategy. Unlike the antitumor agent rhizopodin which is their naturally occurring dimer, monorhizopodin and its epimer exhibit potent inhibition of actin polymerization but no significant cytotoxicity.",

keywords = "macrolactonization, natural products, polyketides, total synthesis",

author = "Nicolaou, \{K. C.\} and Xuefeng Jiang and Lindsay-Scott, \{Peter J.\} and Andrei Corbu and Sawako Yamashiro and Andrea Bacconi and Fowler, \{Velia M.\}",

year = "2011",

month = feb,

day = "1",

doi = "10.1002/anie.201006780",

language = "英语",

volume = "50",

pages = "1139--1144",

journal = "Angewandte Chemie - International Edition",

issn = "1433-7851",

publisher = "John Wiley and Sons Ltd",

number = "5",

}

TY - JOUR

T1 - Total synthesis and biological evaluation of monorhizopodin and 16-epi-monorhizopodin

AU - Nicolaou, K. C.

AU - Jiang, Xuefeng

AU - Lindsay-Scott, Peter J.

AU - Corbu, Andrei

AU - Yamashiro, Sawako

AU - Bacconi, Andrea

AU - Fowler, Velia M.

PY - 2011/2/1

Y1 - 2011/2/1

N2 - Convergence and a biological dichotomy! Monorhizopodin (see structure) and its C16 epimer have been synthesized through a highly convergent strategy. Unlike the antitumor agent rhizopodin which is their naturally occurring dimer, monorhizopodin and its epimer exhibit potent inhibition of actin polymerization but no significant cytotoxicity.

AB - Convergence and a biological dichotomy! Monorhizopodin (see structure) and its C16 epimer have been synthesized through a highly convergent strategy. Unlike the antitumor agent rhizopodin which is their naturally occurring dimer, monorhizopodin and its epimer exhibit potent inhibition of actin polymerization but no significant cytotoxicity.

KW - macrolactonization

KW - natural products

KW - polyketides

KW - total synthesis

UR - https://www.scopus.com/pages/publications/79251562197

U2 - 10.1002/anie.201006780

DO - 10.1002/anie.201006780

M3 - 文章

C2 - 21268213

AN - SCOPUS:79251562197

SN - 1433-7851

VL - 50

SP - 1139

EP - 1144

JO - Angewandte Chemie - International Edition

JF - Angewandte Chemie - International Edition

IS - 5

ER -

Total synthesis and biological evaluation of monorhizopodin and 16-epi-monorhizopodin

Abstract

Keywords

Access to Document

Other files and links

Fingerprint

Cite this