stigmasterol and squalamine

stigmasterol has been researched along with squalamine* in 1 studies

Other Studies

1 other study(ies) available for stigmasterol and squalamine

Article	Year
The synthesis of spermine analogs of the shark aminosterol squalamine. Steroids, 2002, Volume: 67, Issue:3-4 Aminosterols isolated from the dogfish shark Squalus acanthias are promising therapeutic agents in the treatment of infection and cancer. One of these, MSI-1436, has been shown to possess antimicrobial activity slightly better than squalamine. In this study, a series of analogs of MSI-1436 have been synthesized from stigmasterol. The 7 alpha-hydroxy substituent of MSI-1436 was either omitted or the stereochemistry modified to the 7 beta position. Also, analogs of MSI-1436 with 24-sulfate, 24-amino, and 24-hydroxy substituents were synthesized in order to assess the importance of the side chain functional group on antimicrobial activity. All of the analogs possess significant antimicrobial activity, suggesting that substitution at C7 and C24 of the aminosterols plays a minor role in their antimicrobial potency. Topics: Animals; Anti-Bacterial Agents; Anti-Infective Agents; Candida albicans; Cholestanes; Cholestanols; Dogfish; Escherichia coli; Hydroxylation; Magnetic Resonance Spectroscopy; Molecular Structure; Pseudomonas aeruginosa; Spermine; Staphylococcus aureus; Stereoisomerism; Stigmasterol; Structure-Activity Relationship	2002

Article

Year

The synthesis of spermine analogs of the shark aminosterol squalamine.

Steroids, 2002, Volume: 67, Issue:3-4

Aminosterols isolated from the dogfish shark Squalus acanthias are promising therapeutic agents in the treatment of infection and cancer. One of these, MSI-1436, has been shown to possess antimicrobial activity slightly better than squalamine. In this study, a series of analogs of MSI-1436 have been synthesized from stigmasterol. The 7 alpha-hydroxy substituent of MSI-1436 was either omitted or the stereochemistry modified to the 7 beta position. Also, analogs of MSI-1436 with 24-sulfate, 24-amino, and 24-hydroxy substituents were synthesized in order to assess the importance of the side chain functional group on antimicrobial activity. All of the analogs possess significant antimicrobial activity, suggesting that substitution at C7 and C24 of the aminosterols plays a minor role in their antimicrobial potency.

Topics: Animals; Anti-Bacterial Agents; Anti-Infective Agents; Candida albicans; Cholestanes; Cholestanols; Dogfish; Escherichia coli; Hydroxylation; Magnetic Resonance Spectroscopy; Molecular Structure; Pseudomonas aeruginosa; Spermine; Staphylococcus aureus; Stereoisomerism; Stigmasterol; Structure-Activity Relationship

2002