119706-75-1Relevant academic research and scientific papers
Synthesis and Antibacterial Activity of Four Stereoisomers of the Spider-Pathogenic Fungus Metabolite Torrubiellone D
Bruckner, Sebastian,Bilitewski, Ursula,Schobert, Rainer
, p. 1136 - 1139 (2016)
Four stereoisomers of the spider-pathogenic fungus metabolite torrubiellone D were synthesized for the first time in 10% overall yield starting from l-tyrosine or d-tyrosine. The 3-decatrienoyl side chain was assembled and attached via (E)-selective HWE and Wittig olefinations. Their antibiotic activities against drug-susceptible Escherichia coli strains differed considerably.
Synthesis and conformational analysis of geodiamolide analogues
Marimganti, Srinivasa,Wieneke, Ralph,Geyer, Armin,Maier, Martin E.
, p. 2779 - 2790 (2008/03/13)
Starting with the ω-hydroxy and ω-amino acid derivatives 13 and 21, the two closely related geodiamolide analogs 32 and 35, respectively, were prepared. Compared to the natural cyclodepsipeptide geodiamolide (1), the macrocycles 32 and 35 have a smaller r
An expeditious synthesis of geodiamolide a, an 18-membered cytotoxic depsipeptide from marine sponges
Shioiri, Takayuki,Imaed, Takayuki,Hamad, Yasumasa
, p. 421 - 442 (2007/10/03)
Geodiamolide A (1) has been efficiently synthesized from the polypropionate and tripeptide units using the Evans asymmetric alkylation, the Mitsunobu esterification, and the macrolactamization with diphenyl phosphorazidate (DPPA) as key steps. Efficient esterification between the complex polyketide and tripeptide units was also realized under high pressure conditions.
