Terpenoids and Steroids from Trichilia Species



Document title: Terpenoids and Steroids from Trichilia Species
Journal: Journal of the Brazilian Chemical Society
Database: PERIÓDICA
System number: 000311116
ISSN: 0103-5053
Authors: 1
2



3
Institutions: 1Universidade de Sao Paulo, Faculdade de Ciencias Farmaceuticas de Ribeirao Preto, Ribeirao Preto, Sao Paulo. Brasil
2Universidade Federal de Sao Carlos, Departamento de Quimica, Sao Carlos, Sao Paulo. Brasil
3Universidade de Sao Paulo, Instituto de Biociencias, Sao Paulo. Brasil
Year:
Season: Jun
Volumen: 13
Number: 3
Pages: 382-388
Country: Brasil
Language: Inglés
Document type: Artículo
Approach: Experimental
English abstract The methanol extract of stems of Trichilia claussenii yielded three new sesquiterpenoids: 14-hydroxyelemol, germacra-10(14)-en-9,11,15-triol and germacra-3,10(14)-dien-9,11-diol-4-carbaldehyde. Two known sesquiterpenoids beta-eudesmol, cryptomeridiol and the triterpenoid 22,25-dihydroxy-9beta,19-cyclolanost-23-en-3-one were also isolated. The dichloromethane extract from the leaves of T. lepidota afforded a mixture of hydrocarbons (C29H60, C31H64 and C33H68), a mixture of the sesquiterpenes caryophyllene and humulene epoxides, spathulenol, and a series of sterols: 24-methylene-12b-hydroxycholesterol, 24-methyl-12beta-hydroxycholest-4-en-3-one, 24-methylene-12beta-hydroxycholest-5-ene-3-palmitate; a mixture of 24-methylenecholesterol, campesterol, stigmasterol and beta-sitosterol; besides alpha-tocoferol and phytol. From the methanol extract it was isolated N-methyl-4-hydroxyproline. The structures of the isolated compounds were determined on the basis of spectroscopic analysis
Portuguese abstract O trabalho descreve o isolamento de três novos sesquiterpenóides do extrato metanólico dos galhos de Trichilia claussenii: 14-hidroxielemol, germacra-10(14)-en-9,11,15-triol e germacra-3,10(14)-dien-9,11-diol-4-carbaldeído. Também foram isolados os sesquiterpenos beta-eudesmol, criptomeridiol e o triterpeno 22,25-diidroxi-9beta,19-ciclolanost-23-en-3-ona. Do extrato diclorometânico das folhas de T. lepidota foram isolados mistura de hidrocarbonetos (C29H60, C31H64 e C33H68), mistura dos sesquiterpenos epóxido de cariofileno e epóxido de humuleno, espatulenol e os esteróides 24-metileno-12beta-hidroxicolesterol, 24-metil-12beta-hidroxicolest-4-en-3-ona, 3-palmitato de 24-metil-12beta-hidroxicolest-5-eno, mistura de 24-metilenocolesterol, campesterol, estigmasterol e beta-sitosterol, além de alfa-tocoferol e fitol. O extrato metanólico forneceu a N-metil-4-hidroxiprolina. As estruturas das substâncias isoladas foram estabelecidas com base em dados espectroscópicos
Disciplines: Química,
Biología
Keyword: Fitoquímica,
Angiospermas,
Sesquiterpenos,
Cicloartan triterpeno,
Esteroides,
Trichilia claussenii,
Trichilia lepidota,
Meliaceae
Keyword: Chemistry,
Biology,
Phytochemistry,
Angiosperms,
Sesquiterpenoids,
Cycloartane triterpenoid,
Steroids,
Trichilia claussenii,
Trichilia lepidota,
Meliaceae
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