Antimalarial agents from plants II. Decursivine, a new antimalarial indole alkaloid from Rhaphidophora decursiva

Hongjie Zhang; Shengxiang Qiu; Pamela Tamez; Ghee Teng Tan; Zeynep Aydogmus; Nguyen Van Hung; Nguyen Manh Cuong; Cindy Angerhofer; D. Doel Soejarto; John M. Pezzuto; Harry H.S. Fong

doi:10.1076/phbi.40.3.221.5832

Antimalarial agents from plants II. Decursivine, a new antimalarial indole alkaloid from Rhaphidophora decursiva

Hongjie Zhang
, Shengxiang Qiu
, Pamela Tamez
, Ghee Teng Tan
, Zeynep Aydogmus
, Nguyen Van Hung
, Nguyen Manh Cuong
, Cindy Angerhofer
, D. Doel Soejarto
, John M. Pezzuto
, Harry H.S. Fong^*

^*Corresponding author for this work

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

97 Citations (Scopus)

Abstract

Antimalarial bioassay-directed fractionation led to the isolation of a new active indole alkaloid, decursivine (1), from the leaves and stems of Rhaphidophora decursiva Schott (Araceae). In addition, a leaf sample yielded the structurally-related compound serotobenine (2), previously reported from a taxonomically unrelated family, which was not active against Plasmodium falciparum. The structure of 1 was elucidated by spectroscopic means, and its antimalarial activity was observed with IC₅₀ values of 3.93 and 4.41 μg/ml against the D6 and W2 clones of Plasmodium falciparum, respectively.

Original language	English
Pages (from-to)	221-224
Number of pages	4
Journal	Pharmaceutical Biology
Volume	40
Issue number	3
DOIs	https://doi.org/10.1076/phbi.40.3.221.5832
Publication status	Published - 2002

User-Defined Keywords

2D NMR
Antimalarial activity
Araceae
Bioassay-directed fractionation
Decursivine
Indole alkaloid
Rhaphidophora decursiva

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10.1076/phbi.40.3.221.5832

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@article{a007ddefcb9b4a67bdbb85d756c19c47,

title = "Antimalarial agents from plants II. Decursivine, a new antimalarial indole alkaloid from Rhaphidophora decursiva",

abstract = "Antimalarial bioassay-directed fractionation led to the isolation of a new active indole alkaloid, decursivine (1), from the leaves and stems of Rhaphidophora decursiva Schott (Araceae). In addition, a leaf sample yielded the structurally-related compound serotobenine (2), previously reported from a taxonomically unrelated family, which was not active against Plasmodium falciparum. The structure of 1 was elucidated by spectroscopic means, and its antimalarial activity was observed with IC50 values of 3.93 and 4.41 μg/ml against the D6 and W2 clones of Plasmodium falciparum, respectively.",

keywords = "2D NMR, Antimalarial activity, Araceae, Bioassay-directed fractionation, Decursivine, Indole alkaloid, Rhaphidophora decursiva",

author = "Hongjie Zhang and Shengxiang Qiu and Pamela Tamez and Tan, \{Ghee Teng\} and Zeynep Aydogmus and \{Van Hung\}, Nguyen and Cuong, \{Nguyen Manh\} and Cindy Angerhofer and Soejarto, \{D. Doel\} and Pezzuto, \{John M.\} and Fong, \{Harry H.S.\}",

note = "Funding Information: The initial collection and antimalarial evaluation of the leaves (SV5005) of R. decursiva was supported by NIH grant (R29 AI34408). Subsequent to sample SVA5005, the bioassay-guided isolation and structure elucidation of decur-sivine (1) presented in this paper were funded by a grant administered by the Fogarty International Center, NIH (UO1-TW01015-01), as part of an International Cooperative Biodiversity Group (ICBG) program (Soejarto et al., 1999). The authors wish to acknowledge the Research Resources Center, University of Illinois at Chicago for access to the Bruker DRX 500 MHz instrument for this study and to the Mass Spectrometry Service Lab, Department of Chemistry, University of Minnesota for the acquisition of the MS data. P.A.T. is the recipient of a pre-doctoral fellowship by the American Foundation for Pharmaceutical Education.",

year = "2002",

doi = "10.1076/phbi.40.3.221.5832",

language = "English",

volume = "40",

pages = "221--224",

journal = "Pharmaceutical Biology",

issn = "1388-0209",

publisher = "Taylor and Francis Ltd.",

number = "3",

}

TY - JOUR

T1 - Antimalarial agents from plants II. Decursivine, a new antimalarial indole alkaloid from Rhaphidophora decursiva

AU - Zhang, Hongjie

AU - Qiu, Shengxiang

AU - Tamez, Pamela

AU - Tan, Ghee Teng

AU - Aydogmus, Zeynep

AU - Van Hung, Nguyen

AU - Cuong, Nguyen Manh

AU - Angerhofer, Cindy

AU - Soejarto, D. Doel

AU - Pezzuto, John M.

AU - Fong, Harry H.S.

N1 - Funding Information: The initial collection and antimalarial evaluation of the leaves (SV5005) of R. decursiva was supported by NIH grant (R29 AI34408). Subsequent to sample SVA5005, the bioassay-guided isolation and structure elucidation of decur-sivine (1) presented in this paper were funded by a grant administered by the Fogarty International Center, NIH (UO1-TW01015-01), as part of an International Cooperative Biodiversity Group (ICBG) program (Soejarto et al., 1999). The authors wish to acknowledge the Research Resources Center, University of Illinois at Chicago for access to the Bruker DRX 500 MHz instrument for this study and to the Mass Spectrometry Service Lab, Department of Chemistry, University of Minnesota for the acquisition of the MS data. P.A.T. is the recipient of a pre-doctoral fellowship by the American Foundation for Pharmaceutical Education.

PY - 2002

Y1 - 2002

N2 - Antimalarial bioassay-directed fractionation led to the isolation of a new active indole alkaloid, decursivine (1), from the leaves and stems of Rhaphidophora decursiva Schott (Araceae). In addition, a leaf sample yielded the structurally-related compound serotobenine (2), previously reported from a taxonomically unrelated family, which was not active against Plasmodium falciparum. The structure of 1 was elucidated by spectroscopic means, and its antimalarial activity was observed with IC50 values of 3.93 and 4.41 μg/ml against the D6 and W2 clones of Plasmodium falciparum, respectively.

AB - Antimalarial bioassay-directed fractionation led to the isolation of a new active indole alkaloid, decursivine (1), from the leaves and stems of Rhaphidophora decursiva Schott (Araceae). In addition, a leaf sample yielded the structurally-related compound serotobenine (2), previously reported from a taxonomically unrelated family, which was not active against Plasmodium falciparum. The structure of 1 was elucidated by spectroscopic means, and its antimalarial activity was observed with IC50 values of 3.93 and 4.41 μg/ml against the D6 and W2 clones of Plasmodium falciparum, respectively.

KW - 2D NMR

KW - Antimalarial activity

KW - Araceae

KW - Bioassay-directed fractionation

KW - Decursivine

KW - Indole alkaloid

KW - Rhaphidophora decursiva

UR - https://www.scopus.com/pages/publications/18444415142

U2 - 10.1076/phbi.40.3.221.5832

DO - 10.1076/phbi.40.3.221.5832

M3 - Journal article

AN - SCOPUS:18444415142

SN - 1388-0209

VL - 40

SP - 221

EP - 224

JO - Pharmaceutical Biology

JF - Pharmaceutical Biology

IS - 3

ER -

Antimalarial agents from plants II. Decursivine, a new antimalarial indole alkaloid from Rhaphidophora decursiva

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