• 약학회지
• /
• 제34권3호
• /
• pp.166-170
• /
• 1990

An efficient synthetic route to macrolide is described. Eight-membered lactone was synthesized via palladium catalyzed intramolecular alkylation of allylic carbonate in high yield.

• 약학회지
• /
• 제39권1호
• /
• pp.31-35
• /
• 1995

An unusual 10-membered lactone possesing ring-olefin at 7, 8-position has been efficiently synthesized. The $\omega$-hydroxy acid as a cyclization precusor was derived from $\varepsilon$-caprolactone in 41% overall yield of 7 steps and efficiently cyclized by Mukaiyama procedure.

• 대한화학회지
• /
• 제39권2호
• /
• pp.103-110
• /
• 1995

본 연구에서는 항암제로서의 가능성이 있는 10-membered enediyne(6)의 선구물질로 사용될 수 있는 14-membered phenylthio enediyne lactone을 성공적으로 합성할 수 있었다. 14-membered lactone은 Ireland-Clasisen rearrangement에 의해 10-membered enediyne(11)으로 변환되며 이물질(11)은 최종물질(8)로 전환될 수 있을 것으로 예상된다. 이 14-membered enediyned lactone(23)은 DCC/PTSA/Pyridine 하에 enediyne hydroxyl acid(22)의 락톤화 반응에 의해 합성되었다. Enediyne hydroxyl acid는 Pd(0) 촉매하에 methyl pentynoate(19)와 enyne alcohol(17)을 cis-1,2-dichloroethylene과 연속적으로 coupling 반응을 하여 좋은 수득율로 얻을 수 있었다. 그 때 필요한 enyne alcohol(17)은 vinyltin(12)을 출발물질로 하여 성공적으로 얻을 수 있었다.

• Journal of Microbiology and Biotechnology
• /
• 제8권2호
• /
• pp.188-190
• /
• 1998

Penicillide, having a 5H, 7H-dibenzo［b,g］［1,5］ dioxocin-5-one skeleton, was isolated from the culture broth of Penicillium sp. F60760 as a nonpeptide inhibitor of calpain, a calcium-activated papain-like protease. The $IC_50$ value for the effect of penicillide against m-calpaln was $7.1{\mu}M$. However, penicillide did not inhibit papain at a concentration of $200{\mu}M$. These results suggest that penicillide is a new class of nonpeptide calpain inhibitor having an eight membered lactone ring.