Pentacyclic triterpenoids from Embelia schimperi

Alex K. Machocho; Paul C. Kiprono; Sarina Grinberg; Shmuel Bittner

doi:10.1016/S0031-9422(02)00619-2

Pentacyclic triterpenoids from Embelia schimperi

Alex K. Machocho, Paul C. Kiprono, Sarina Grinberg, Shmuel Bittner

Department of Chemistry

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

31 Scopus citations

Abstract

Five oleanane-type pentacyclic triterpenoids were isolated by chromatographic separation of a chloroform extract of the stem bark of Embelia schimperi. Three of these compounds have a methyleneoxy bridge. Two compounds, embelinone and schimperinone, are reported here for the first time from a natural source (they have been synthesized previously during chemical transformations). Their structures were determined by spectroscopic techniques, among which 2-D NMR was useful for complete characterization. Three of the triterpenoids exhibited mild antibacterial properties against the gram-positive bacterial strain Rhodococcus sp.

Original language	English
Pages (from-to)	573-577
Number of pages	5
Journal	Phytochemistry
Volume	62
Issue number	4
DOIs	https://doi.org/10.1016/S0031-9422(02)00619-2
State	Published - 1 Feb 2003

Keywords

Aegicerin
Antibacterial activity
Embelia schimperi
Embelinone
Myrsinaceae
Pentacyclic triterpenoids
Primulagenin A
Protoprimulagenin A
Schimperinone

ASJC Scopus subject areas

Biochemistry
Molecular Biology
Plant Science
Horticulture

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10.1016/S0031-9422(02)00619-2

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title = "Pentacyclic triterpenoids from Embelia schimperi",

abstract = "Five oleanane-type pentacyclic triterpenoids were isolated by chromatographic separation of a chloroform extract of the stem bark of Embelia schimperi. Three of these compounds have a methyleneoxy bridge. Two compounds, embelinone and schimperinone, are reported here for the first time from a natural source (they have been synthesized previously during chemical transformations). Their structures were determined by spectroscopic techniques, among which 2-D NMR was useful for complete characterization. Three of the triterpenoids exhibited mild antibacterial properties against the gram-positive bacterial strain Rhodococcus sp.",

keywords = "Aegicerin, Antibacterial activity, Embelia schimperi, Embelinone, Myrsinaceae, Pentacyclic triterpenoids, Primulagenin A, Protoprimulagenin A, Schimperinone",

author = "Machocho, {Alex K.} and Kiprono, {Paul C.} and Sarina Grinberg and Shmuel Bittner",

note = "Funding Information: A.K.M. wishes to thank UNESCO and Israel Government for the joint post-doctoral fellowship. The authors are much indebted to Dr. Maria Viazawski for carrying out the biological activity tests. Mrs. Eleonora Shaubi and Mrs. Ethel Solomon are also thanked for technical assistance.",

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doi = "10.1016/S0031-9422(02)00619-2",

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T1 - Pentacyclic triterpenoids from Embelia schimperi

AU - Machocho, Alex K.

AU - Kiprono, Paul C.

AU - Grinberg, Sarina

AU - Bittner, Shmuel

N1 - Funding Information: A.K.M. wishes to thank UNESCO and Israel Government for the joint post-doctoral fellowship. The authors are much indebted to Dr. Maria Viazawski for carrying out the biological activity tests. Mrs. Eleonora Shaubi and Mrs. Ethel Solomon are also thanked for technical assistance.

PY - 2003/2/1

Y1 - 2003/2/1

N2 - Five oleanane-type pentacyclic triterpenoids were isolated by chromatographic separation of a chloroform extract of the stem bark of Embelia schimperi. Three of these compounds have a methyleneoxy bridge. Two compounds, embelinone and schimperinone, are reported here for the first time from a natural source (they have been synthesized previously during chemical transformations). Their structures were determined by spectroscopic techniques, among which 2-D NMR was useful for complete characterization. Three of the triterpenoids exhibited mild antibacterial properties against the gram-positive bacterial strain Rhodococcus sp.

AB - Five oleanane-type pentacyclic triterpenoids were isolated by chromatographic separation of a chloroform extract of the stem bark of Embelia schimperi. Three of these compounds have a methyleneoxy bridge. Two compounds, embelinone and schimperinone, are reported here for the first time from a natural source (they have been synthesized previously during chemical transformations). Their structures were determined by spectroscopic techniques, among which 2-D NMR was useful for complete characterization. Three of the triterpenoids exhibited mild antibacterial properties against the gram-positive bacterial strain Rhodococcus sp.

KW - Aegicerin

KW - Antibacterial activity

KW - Embelia schimperi

KW - Embelinone

KW - Myrsinaceae

KW - Pentacyclic triterpenoids

KW - Primulagenin A

KW - Protoprimulagenin A

KW - Schimperinone

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U2 - 10.1016/S0031-9422(02)00619-2

DO - 10.1016/S0031-9422(02)00619-2

M3 - Article

AN - SCOPUS:0037323246

SN - 0031-9422

VL - 62

SP - 573

EP - 577

JO - Phytochemistry

JF - Phytochemistry

IS - 4

ER -

Pentacyclic triterpenoids from Embelia schimperi

Abstract

Keywords

ASJC Scopus subject areas

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