Compound class:
Synthetic organic
Comment: Macquarimicin A was originally isolated as a microbial metabolite from Micromonospora chalcea [1]. A synthetic pathway to generate the Macquarimicin A structure has subsequently been reported [2]. It has some limited antibacterial activity, and has actvity as a neutral sphingomyelinase (N-SMase, sphingomyelin phosphodiesterase) inhibitor [3].
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References |
1. Jackson M, Karwowski JP, Theriault RJ, Rasmussen RR, Hensey DM, Humphrey PE, Swanson SJ, Barlow GJ, Premachandran U, McAlpine JB. (1995)
Macquarimicins, microbial metabolites from Micromonospora. I. Discovery, taxonomy, fermentation and biological properties. J Antibiot, 48 (6): 462-6. [PMID:7622430] |
2. Munakata R, Katakai H, Ueki T, Kurosaka J, Takao K, Tadano K. (2003)
Total synthesis of (+)-macquarimicin A. J Am Chem Soc, 125 (48): 14722-3. [PMID:14640644] |
3. Tanaka M, Nara F, Yamasato Y, Masuda-Inoue S, Doi-Yoshioka H, Kumakura S, Enokita R, Ogita T. (1999)
Macquarimicin A inhibits membrane-bound neutral sphingomyelinase from rat brain. J Antibiot, 52 (7): 670-3. [PMID:10513848] |