Artabotrine: A novel bioactive alkaloid from Artabotrys zeylanicus

E. M. Kithsiri Wijeratne; A. A. Leslie Gunatilaka; David G.I. Kingston; R. Curtis Haltiwanger; Drake S. Eggleston

doi:10.1016/0040-4020(95)00422-5

Artabotrine: A novel bioactive alkaloid from Artabotrys zeylanicus

E. M. Kithsiri Wijeratne, A. A. Leslie Gunatilaka, David G.I. Kingston, R. Curtis Haltiwanger, Drake S. Eggleston

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45 Scopus citations

Abstract

The structure of artabotrine, an unprecedented bioactive N-methoxylated alkaloid from Artabotrys zeylanicus, has been deduced as N-methoxynorcepharadione A (1) from spectral data and single crystal X-ray analysis. The known oxoaporphine alkaloid, atherospennidine (2), was also isolated and shown to be active in a mechanism-based yeast bioassay.

Original language	English (US)
Pages (from-to)	7877-7882
Number of pages	6
Journal	Tetrahedron
Volume	51
Issue number	29
DOIs	https://doi.org/10.1016/0040-4020(95)00422-5
State	Published - Jul 17 1995

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

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10.1016/0040-4020(95)00422-5

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@article{124f6b563a6746f5a84bb73f1b02e664,

title = "Artabotrine: A novel bioactive alkaloid from Artabotrys zeylanicus",

abstract = "The structure of artabotrine, an unprecedented bioactive N-methoxylated alkaloid from Artabotrys zeylanicus, has been deduced as N-methoxynorcepharadione A (1) from spectral data and single crystal X-ray analysis. The known oxoaporphine alkaloid, atherospennidine (2), was also isolated and shown to be active in a mechanism-based yeast bioassay.",

author = "{Kithsiri Wijeratne}, {E. M.} and {Leslie Gunatilaka}, {A. A.} and Kingston, {David G.I.} and {Curtis Haltiwanger}, R. and Eggleston, {Drake S.}",

note = "Funding Information: This work wass upportedb y the JapanIn ternationaCl ooperationA gency (JICA) awardedto theMedical ResearchIn stitute (Sri Lanka)a nd a National CooperativeD rug Discovery Group grant (1UOl CA 50771) awardedt o the University of Virginia (Dr. S. M. Hecht, Principal Investigator). We thank Mr. D.A.S. Wijesundera(P eradeniyaR oyal BotanicG ardensS, ri Lanka)f or authenticationo f plant material;D r. Randall K. Johnsona nd Mr. G.A. Hofmann (SmithKline BeechamP harmaceuticalsP, hiladelphia)f or cytotoxicity assaysa nd heyeaststrainsu sedi n this work; Mr. ThomasE . Glass( V.P.I. & S.U.) for the help with {\textquoteleft}H NMR simulatione xperimentsM; r. Kim Harich (V. P. I. & S. U.) and the Midwest Centerf or Mass Spectrometry with partial supportb y the NationalS cienceF oundationB iology Division (Grant No. DIR 9017262)fo r MS.",

year = "1995",

month = jul,

day = "17",

doi = "10.1016/0040-4020(95)00422-5",

language = "English (US)",

volume = "51",

pages = "7877--7882",

journal = "Tetrahedron",

issn = "0040-4020",

publisher = "Elsevier Limited",

number = "29",

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T1 - Artabotrine

T2 - A novel bioactive alkaloid from Artabotrys zeylanicus

AU - Kithsiri Wijeratne, E. M.

AU - Leslie Gunatilaka, A. A.

AU - Kingston, David G.I.

AU - Curtis Haltiwanger, R.

AU - Eggleston, Drake S.

N1 - Funding Information: This work wass upportedb y the JapanIn ternationaCl ooperationA gency (JICA) awardedto theMedical ResearchIn stitute (Sri Lanka)a nd a National CooperativeD rug Discovery Group grant (1UOl CA 50771) awardedt o the University of Virginia (Dr. S. M. Hecht, Principal Investigator). We thank Mr. D.A.S. Wijesundera(P eradeniyaR oyal BotanicG ardensS, ri Lanka)f or authenticationo f plant material;D r. Randall K. Johnsona nd Mr. G.A. Hofmann (SmithKline BeechamP harmaceuticalsP, hiladelphia)f or cytotoxicity assaysa nd heyeaststrainsu sedi n this work; Mr. ThomasE . Glass( V.P.I. & S.U.) for the help with ‘H NMR simulatione xperimentsM; r. Kim Harich (V. P. I. & S. U.) and the Midwest Centerf or Mass Spectrometry with partial supportb y the NationalS cienceF oundationB iology Division (Grant No. DIR 9017262)fo r MS.

PY - 1995/7/17

Y1 - 1995/7/17

N2 - The structure of artabotrine, an unprecedented bioactive N-methoxylated alkaloid from Artabotrys zeylanicus, has been deduced as N-methoxynorcepharadione A (1) from spectral data and single crystal X-ray analysis. The known oxoaporphine alkaloid, atherospennidine (2), was also isolated and shown to be active in a mechanism-based yeast bioassay.

AB - The structure of artabotrine, an unprecedented bioactive N-methoxylated alkaloid from Artabotrys zeylanicus, has been deduced as N-methoxynorcepharadione A (1) from spectral data and single crystal X-ray analysis. The known oxoaporphine alkaloid, atherospennidine (2), was also isolated and shown to be active in a mechanism-based yeast bioassay.

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ER -

Artabotrine: A novel bioactive alkaloid from Artabotrys zeylanicus

Abstract

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