Steroids and related natural products-xxvii. Salvia apiana

G. R. Pettit; H. Klinger; Nels Otto N. Jorgensen; J. Occolowitz

doi:10.1016/S0031-9422(00)82144-5

Steroids and related natural products-xxvii. Salvia apiana

G. R. Pettit, H. Klinger, Nels Otto N. Jorgensen, J. Occolowitz

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

24 Scopus citations

Abstract

The pentacyclic triterpene composition of a southern California variety of Salvia apiana (fam. Labiatae) has been assessed. The presence of α-amyrin, oleanolic acid and ursolic acid has been established. Separation of α-amyrin from a closely related impurity believed to be β-amyrin was accomplished by subjecting the mixture to selenium dioxide oxidation and isolating α-amyrin by preparative thin-layer chromatography on silver nitrate-silica gel. Evidence for the presence of isomeric mixtures of two dihydroxy triterpenes and two triterpene aldehydes representing intermediate stages of oxidation from α- and β-amyrin to ursolic and oleanolic acids was presented. Isolation of ursolic acid from a Mexican variety of Salvia karwinskii was also reported.

Original language	English (US)
Pages (from-to)	301-309
Number of pages	9
Journal	Phytochemistry
Volume	5
Issue number	3
DOIs	https://doi.org/10.1016/S0031-9422(00)82144-5
State	Published - May 1966
Externally published	Yes

ASJC Scopus subject areas

Biochemistry
Molecular Biology
Plant Science
Horticulture

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10.1016/S0031-9422(00)82144-5

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title = "Steroids and related natural products-xxvii. Salvia apiana",

abstract = "The pentacyclic triterpene composition of a southern California variety of Salvia apiana (fam. Labiatae) has been assessed. The presence of α-amyrin, oleanolic acid and ursolic acid has been established. Separation of α-amyrin from a closely related impurity believed to be β-amyrin was accomplished by subjecting the mixture to selenium dioxide oxidation and isolating α-amyrin by preparative thin-layer chromatography on silver nitrate-silica gel. Evidence for the presence of isomeric mixtures of two dihydroxy triterpenes and two triterpene aldehydes representing intermediate stages of oxidation from α- and β-amyrin to ursolic and oleanolic acids was presented. Isolation of ursolic acid from a Mexican variety of Salvia karwinskii was also reported.",

author = "Pettit, {G. R.} and H. Klinger and Jorgensen, {Nels Otto N.} and J. Occolowitz",

note = "Funding Information: Acknowledgments-This.i nvestigationw as supportedb y National Science Foundation Research Grants G-9585a nd G-19500a nd American Cancer Society Grant Nos. T-79B to T-79F. We are also grateful to Drs. Quentin Jones, H. S. Gentry, B. G. Schuberta nd particularlyt o Professor 0. H. Miller for providing Salvia upiunaa nd S. kurwhskii. Grateful acknowledgmenits also extendedt o Drs. C. H. Brieskom, E. J. Corey, C. Djerassi,T . C. Halsall, F. E. King, K. Schaffner,a nd P. Senguptafo r providinga uthentics terola nd triterpenes pecimens;a nd to Drs. U. R. Ghatak and K. N. Rangammalf or performinga number of preliminary experimentsd irecteda t isolation of triterpenesfr om Sulviuu piana.",

year = "1966",

month = may,

doi = "10.1016/S0031-9422(00)82144-5",

language = "English (US)",

volume = "5",

pages = "301--309",

journal = "Phytochemistry",

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publisher = "Elsevier Limited",

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AU - Pettit, G. R.

AU - Klinger, H.

AU - Jorgensen, Nels Otto N.

AU - Occolowitz, J.

N1 - Funding Information: Acknowledgments-This.i nvestigationw as supportedb y National Science Foundation Research Grants G-9585a nd G-19500a nd American Cancer Society Grant Nos. T-79B to T-79F. We are also grateful to Drs. Quentin Jones, H. S. Gentry, B. G. Schuberta nd particularlyt o Professor 0. H. Miller for providing Salvia upiunaa nd S. kurwhskii. Grateful acknowledgmenits also extendedt o Drs. C. H. Brieskom, E. J. Corey, C. Djerassi,T . C. Halsall, F. E. King, K. Schaffner,a nd P. Senguptafo r providinga uthentics terola nd triterpenes pecimens;a nd to Drs. U. R. Ghatak and K. N. Rangammalf or performinga number of preliminary experimentsd irecteda t isolation of triterpenesfr om Sulviuu piana.

PY - 1966/5

Y1 - 1966/5

N2 - The pentacyclic triterpene composition of a southern California variety of Salvia apiana (fam. Labiatae) has been assessed. The presence of α-amyrin, oleanolic acid and ursolic acid has been established. Separation of α-amyrin from a closely related impurity believed to be β-amyrin was accomplished by subjecting the mixture to selenium dioxide oxidation and isolating α-amyrin by preparative thin-layer chromatography on silver nitrate-silica gel. Evidence for the presence of isomeric mixtures of two dihydroxy triterpenes and two triterpene aldehydes representing intermediate stages of oxidation from α- and β-amyrin to ursolic and oleanolic acids was presented. Isolation of ursolic acid from a Mexican variety of Salvia karwinskii was also reported.

AB - The pentacyclic triterpene composition of a southern California variety of Salvia apiana (fam. Labiatae) has been assessed. The presence of α-amyrin, oleanolic acid and ursolic acid has been established. Separation of α-amyrin from a closely related impurity believed to be β-amyrin was accomplished by subjecting the mixture to selenium dioxide oxidation and isolating α-amyrin by preparative thin-layer chromatography on silver nitrate-silica gel. Evidence for the presence of isomeric mixtures of two dihydroxy triterpenes and two triterpene aldehydes representing intermediate stages of oxidation from α- and β-amyrin to ursolic and oleanolic acids was presented. Isolation of ursolic acid from a Mexican variety of Salvia karwinskii was also reported.

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Steroids and related natural products-xxvii. Salvia apiana

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