Antimalarial compounds from Rhaphidophora decursiva

Hongjie Zhang; P. A. Tamez; V. D. Hoang; G. T. Tan; N. V. Hung; L. T. Xuan; L. M. Huong; N. M. Cuong; D. T. Thao; D. D. Soejarto; H. H.S. Fong; J. M. Pezzuto

doi:10.1021/np010037c

Antimalarial compounds from Rhaphidophora decursiva

Hongjie Zhang, P. A. Tamez, V. D. Hoang, G. T. Tan, N. V. Hung, L. T. Xuan, L. M. Huong, N. M. Cuong, D. T. Thao, D. D. Soejarto, H. H.S. Fong^*, J. M. Pezzuto

^*Corresponding author for this work

Research output: Contribution to journal › Journal article › peer-review

91 Citations (Scopus)

Abstract

Bioassay-directed fractionation led to the isolation of 14 compounds, six of which possess antimalarial activity, from the dried leaves and stems of Rhaphidophora decursiva. Polysyphorin (1) and rhaphidecurperoxin (6) showed strong activities against Plasmodium falciparum. Rhaphidecursinol A (2), rhaphidecursinol B (3), grandisin (4), and epigrandisin (5) were less active against the same organism. Among the isolates, rhaphidecursinol A (2) and rhaphidecursinol B (3) were determined to be new neolignans, and rhaphidecurperoxin (6) is a new benzoperoxide. Known compounds isolated include polysyphorin (1), grandisin (4), epigrandisin (5), (+)-medioresinol, (-)-pinoresinol, (-)-syringaresinol, (+)-glaberide I, (+)-dehydrovomifoliol, (-)-liliolide, (-)-hydroxydihydrobovolide, and N-butylbenzamide, of which compound 1 appears worthy of further evaluation as an antimalarial agent. Structure elucidation and identification were accomplished by spectroscopic means including 1D and 2D NMR analyses.

Original language	English
Pages (from-to)	772-777
Number of pages	6
Journal	Journal of Natural Products
Volume	64
Issue number	6
DOIs	https://doi.org/10.1021/np010037c
Publication status	Published - 2001

Scopus Subject Areas

Analytical Chemistry
Molecular Medicine
Pharmacology
Pharmaceutical Science
Drug Discovery
Complementary and alternative medicine
Organic Chemistry

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10.1021/np010037c

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@article{d17f7c6105934e769be7b4cdbe7f5ea4,

title = "Antimalarial compounds from Rhaphidophora decursiva",

abstract = "Bioassay-directed fractionation led to the isolation of 14 compounds, six of which possess antimalarial activity, from the dried leaves and stems of Rhaphidophora decursiva. Polysyphorin (1) and rhaphidecurperoxin (6) showed strong activities against Plasmodium falciparum. Rhaphidecursinol A (2), rhaphidecursinol B (3), grandisin (4), and epigrandisin (5) were less active against the same organism. Among the isolates, rhaphidecursinol A (2) and rhaphidecursinol B (3) were determined to be new neolignans, and rhaphidecurperoxin (6) is a new benzoperoxide. Known compounds isolated include polysyphorin (1), grandisin (4), epigrandisin (5), (+)-medioresinol, (-)-pinoresinol, (-)-syringaresinol, (+)-glaberide I, (+)-dehydrovomifoliol, (-)-liliolide, (-)-hydroxydihydrobovolide, and N-butylbenzamide, of which compound 1 appears worthy of further evaluation as an antimalarial agent. Structure elucidation and identification were accomplished by spectroscopic means including 1D and 2D NMR analyses.",

author = "Hongjie Zhang and Tamez, {P. A.} and Hoang, {V. D.} and Tan, {G. T.} and Hung, {N. V.} and Xuan, {L. T.} and Huong, {L. M.} and Cuong, {N. M.} and Thao, {D. T.} and Soejarto, {D. D.} and Fong, {H. H.S.} and Pezzuto, {J. M.}",

note = "The first collection and initial antimalarial evaluation sample of R. decursiva was made under a grant from the MacArthur Foundation (Grant 96-44652, 1997-1999) as part of a collaborative research project between the National Center for Science and Technology (Hanoi), the Cuc Phuong National Park, the Hanoi College of Pharmacy (Hanoi), and the University of Illinois at Chicago. Re-collections of samples in larger quantities, taxonomic identification of samples, bioassay-guided chemical isolation, and structure elucidation work presented in this paper were made under a grant administered by the Fogarty International Center, NIH (Grant 1 UO1-TW01015-01), as part of an International Cooperative Biodiversity Group (ICBG) program.15 Permits for the collection of samples of R. decursiva and its export from Vietnam were granted by the Ministry of Agriculture and Rural Development, Hanoi, Vietnam, through a letter dated September 15, 1998, Ref. No. 3551/BNN/KHCN, and from the Cuc Phuong National Park, through a letter dated September 16, 1998. ",

year = "2001",

doi = "10.1021/np010037c",

language = "English",

volume = "64",

pages = "772--777",

journal = "Journal of Natural Products",

issn = "0163-3864",

publisher = "American Chemical Society",

number = "6",

}

TY - JOUR

T1 - Antimalarial compounds from Rhaphidophora decursiva

AU - Zhang, Hongjie

AU - Tamez, P. A.

AU - Hoang, V. D.

AU - Tan, G. T.

AU - Hung, N. V.

AU - Xuan, L. T.

AU - Huong, L. M.

AU - Cuong, N. M.

AU - Thao, D. T.

AU - Soejarto, D. D.

AU - Fong, H. H.S.

AU - Pezzuto, J. M.

N1 - The first collection and initial antimalarial evaluation sample of R. decursiva was made under a grant from the MacArthur Foundation (Grant 96-44652, 1997-1999) as part of a collaborative research project between the National Center for Science and Technology (Hanoi), the Cuc Phuong National Park, the Hanoi College of Pharmacy (Hanoi), and the University of Illinois at Chicago. Re-collections of samples in larger quantities, taxonomic identification of samples, bioassay-guided chemical isolation, and structure elucidation work presented in this paper were made under a grant administered by the Fogarty International Center, NIH (Grant 1 UO1-TW01015-01), as part of an International Cooperative Biodiversity Group (ICBG) program.15 Permits for the collection of samples of R. decursiva and its export from Vietnam were granted by the Ministry of Agriculture and Rural Development, Hanoi, Vietnam, through a letter dated September 15, 1998, Ref. No. 3551/BNN/KHCN, and from the Cuc Phuong National Park, through a letter dated September 16, 1998.

PY - 2001

Y1 - 2001

N2 - Bioassay-directed fractionation led to the isolation of 14 compounds, six of which possess antimalarial activity, from the dried leaves and stems of Rhaphidophora decursiva. Polysyphorin (1) and rhaphidecurperoxin (6) showed strong activities against Plasmodium falciparum. Rhaphidecursinol A (2), rhaphidecursinol B (3), grandisin (4), and epigrandisin (5) were less active against the same organism. Among the isolates, rhaphidecursinol A (2) and rhaphidecursinol B (3) were determined to be new neolignans, and rhaphidecurperoxin (6) is a new benzoperoxide. Known compounds isolated include polysyphorin (1), grandisin (4), epigrandisin (5), (+)-medioresinol, (-)-pinoresinol, (-)-syringaresinol, (+)-glaberide I, (+)-dehydrovomifoliol, (-)-liliolide, (-)-hydroxydihydrobovolide, and N-butylbenzamide, of which compound 1 appears worthy of further evaluation as an antimalarial agent. Structure elucidation and identification were accomplished by spectroscopic means including 1D and 2D NMR analyses.

AB - Bioassay-directed fractionation led to the isolation of 14 compounds, six of which possess antimalarial activity, from the dried leaves and stems of Rhaphidophora decursiva. Polysyphorin (1) and rhaphidecurperoxin (6) showed strong activities against Plasmodium falciparum. Rhaphidecursinol A (2), rhaphidecursinol B (3), grandisin (4), and epigrandisin (5) were less active against the same organism. Among the isolates, rhaphidecursinol A (2) and rhaphidecursinol B (3) were determined to be new neolignans, and rhaphidecurperoxin (6) is a new benzoperoxide. Known compounds isolated include polysyphorin (1), grandisin (4), epigrandisin (5), (+)-medioresinol, (-)-pinoresinol, (-)-syringaresinol, (+)-glaberide I, (+)-dehydrovomifoliol, (-)-liliolide, (-)-hydroxydihydrobovolide, and N-butylbenzamide, of which compound 1 appears worthy of further evaluation as an antimalarial agent. Structure elucidation and identification were accomplished by spectroscopic means including 1D and 2D NMR analyses.

UR - http://www.scopus.com/inward/record.url?scp=0034968660&partnerID=8YFLogxK

U2 - 10.1021/np010037c

DO - 10.1021/np010037c

M3 - Journal article

C2 - 11421741

AN - SCOPUS:0034968660

SN - 0163-3864

VL - 64

SP - 772

EP - 777

JO - Journal of Natural Products

JF - Journal of Natural Products

IS - 6

ER -

Antimalarial compounds from Rhaphidophora decursiva

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