1995
DOI: 10.1021/np50118a027
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3β-Aminospirosolane Steroidal Alkaloids from Solanum triste

Abstract: The alkaloid fraction of the MeOH extract of the aerial parts of Solanum triste afforded the new steroidal alkaloid, (22R,25R)-3 beta-amino-5-spirosolene [2], and its previously synthesized dihydro derivative, (22R,24R)-3 beta-amino-5 alpha-spirosolane [3], which is reported here for the first time as a natural product. The structures were elucidated by spectral techniques including 1H-nmr, 13C-nmr, and 1H-1H COSY, HMQC, HMBC, and NOESY nmr experiments.

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Cited by 28 publications
(25 citation statements)
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“…Two rare C-3 amino steroidal alkaloids, 188 and 189 , were isolated from aerial parts of S. triste [362, 471]. Three C-27 steroidal glycoalkaloids, spiralosides A ( 194 ), B ( 193 ), C ( 192 ), were obtained from the fruits of S. spirale [474].…”
Section: Chemical Constituents and Their Biological Propertiesmentioning
confidence: 99%
“…Two rare C-3 amino steroidal alkaloids, 188 and 189 , were isolated from aerial parts of S. triste [362, 471]. Three C-27 steroidal glycoalkaloids, spiralosides A ( 194 ), B ( 193 ), C ( 192 ), were obtained from the fruits of S. spirale [474].…”
Section: Chemical Constituents and Their Biological Propertiesmentioning
confidence: 99%
“…Percentage Alkaloids were determined by the methods of AOAC and Maxwell [29,30]. Percentage Flavonoids, Saponins and Tannins were also determined by the procedures according to Cloupai-Abyazini, Peng and Kobayashi [31], while percentage Phenols were estimated by the method of Harborn [32].…”
Section: Determination Of Percentage Bioactive Compoundsmentioning
confidence: 99%
“…This may be due to the high level of alkaloids and flavonoids found in O. gratissimum. Alkaloids are known as the starting material in the manufacture of steroidal drugs [51]. Flavonoids are functional as disease-resistance agents; O. gratissimum also contains tannins that inhibit oxidation [52].…”
Section: Discussionmentioning
confidence: 99%