160047-56-3

Usage

Uses

Used in Pharmaceutical Applications:
Sambutoxin is used as a potential anticancer agent for its ability to inhibit the growth of cancer cells in laboratory studies.
Used in Chemical Warfare Defense:
Sambutoxin is used as a target for the development of detection and neutralization methods due to its identification as a potential chemical warfare agent.

InChI:InChI=1/C28H39NO4/c1-7-17(2)14-18(3)15-20(5)27-19(4)8-13-24(33-27)25-26(31)23(16-29(6)28(25)32)21-9-11-22(30)12-10-21/h9-12,15-19,24,27,30,32H,7-8,13-14H2,1-6H3/b20-15+/t17-,18+,19+,24-,27+/m0/s1

Upstream product

• 184871-55-4 (-)-oxysporidinone 
• 306275-18-3 Benzoic acid (E)-(1S,3R,4S,7S,9R)-4-(tert-butyl-dimethyl-silanyloxy)-1,3,5,7,9-pentamethyl-2-oxo-undec-5-enyl ester 
• 306275-08-1 tert-Butyl-[(E)-(1S,4S,6R)-1-((R)-2-iodo-1-methyl-ethyl)-2,4,6-trimethyl-oct-2-enyloxy]-dimethyl-silane 
• 306275-23-0 3-benzyloxycarbonylamino-2-(4-methoxymethoxy-phenyl)-propionic acid methyl ester 
• 306275-20-7 3-(benzyloxycarbonyl-methyl-amino)-2-(4-methoxymethoxy-phenyl)-propionic acid methyl ester 
• 306275-07-0 (E)-(2S,3S,6S,8R)-3-(tert-Butyl-dimethyl-silanyloxy)-2,4,6,8-tetramethyl-dec-4-en-1-ol 
• 306275-17-2 (E)-(4S,6R)-2,4,6-Trimethyl-oct-2-en-1-ol 
• 306275-05-8 (2E,4S,6R)-2,4,6-trimethyl-2-octenal 
• 306275-14-9 4-Hydroxy-5-(4-methoxymethoxy-phenyl)-1-methyl-3-[(2R,5S,6S)-5-methyl-6-((E)-(3S,5R)-1,3,5-trimethyl-hept-1-enyl)-tetrahydro-pyran-2-yl]-1H-pyridin-2-one 
• 306275-10-5 [2-(4-methoxymethoxy-phenyl)-3-oxo-propyl]-methyl-carbamic acid 9H-fluoren-9-ylmethyl ester 
• 306275-06-9 Benzoic acid (E)-(1S,3R,4S,7S,9R)-4-hydroxy-1,3,5,7,9-pentamethyl-2-oxo-undec-5-enyl ester 
• 306275-27-4 (E)-(2S,4S,5S,8S,10R)-5-(tert-Butyl-dimethyl-silanyloxy)-4,6,8,10-tetramethyl-dodec-6-ene-2,3-diol 
• 306275-11-6 (E)-(6S,7S,10S,12R)-7-(tert-Butyl-dimethyl-silanyloxy)-2-[3-[(9H-fluoren-9-ylmethoxycarbonyl)-methyl-amino]-1-hydroxy-2-(4-methoxymethoxy-phenyl)-prop-(E)-ylidene]-6,8,10,12-tetramethyl-tetradec-8-enoic acid methyl ester 
• 306275-12-7 3-[(E)-(4S,5S,8S,10R)-5-(tert-Butyl-dimethyl-silanyloxy)-4,6,8,10-tetramethyl-dodec-6-enyl]-4-hydroxy-5-(4-methoxymethoxy-phenyl)-1-methyl-1H-pyridin-2-one 

Relevant academic research and scientific papers

Biomimetic conversion of (-)-fusoxypyridone and (-)-oxysporidinone to (-)-sambutoxin: Further evidence for the structure of the tricyclic pyridone alkaloid, (-)-fusoxypyridone

Biomimetic-type reactions of the tricyclic pyridone alkaloid, (-)-fusoxypyridone [(-)-4,6′-anhydrooxysporidinone] (1), recently encountered in an endophytic strain of Fusarium oxysporum, and (-)-oxysporidinone (2) afforded (-)-sambutoxin (3) and an analog

Construction of 4-hydroxy-2-pyridinones. Total synthesis of (+)-sambutoxin

(Matrix presented) Total synthesis of (+)-sambutoxin has been achieved, establishing the relative and absolute stereochemistry of the naturally occurring mycotoxin. Efforts feature methodology for enantiocontrolled construction of 1,3-anti-dimethyl arrays