Tokyo Institute of Technology · 의학
Tadashi Eguchi 교수의 연구실은 주로 고도로 복잡한 자연물의 전합 합성과 그 생합성 메커니즘을 규명하는 데 초점을 맞추고 있습니다. 특히 고세균막 지질, 마크로라이드 항생제, 그리고 복잡한 구조를 가진 항암 항생제의 합성 및 입체화학 규명을 핵심 연구 주제로 삼고 있으며, 고도의 입체선택성과 유연한 합성 전략을 기반으로 한 새로운 합성 방법 개발에 끊임없이 기여하고 있습니다. 이는 자연물의 생합성 경로 이해과 약물 개발에 기여하는 기초 연구를 견인하고 있습니다.
표시된 성과는 수집된 데이터 기준으로 산출되며, 일부 차이가 있을 수 있습니다.
Total synthesis of archaeal 36-membered macrocyclic diether lipid 2 is reported. The synthesis is based upon stereoselective preparation of functionalized isoprenoid chains, ether-linkage formation between the isoprenoid chains with a glycerol derivative, and the ultimate intramolecular dicarbonyl coupling using low-valent titanium known as McMurry coupling. This synthetic method has successfully provided the first practical route to chemically defined archaeal macrocyclic membrane lipids, which
Total synthesis of archaeal 72-membered macrocyclic tetraether lipids 3a and 3b is reported. The synthesis was principally composed of preparation of the functionalized half-sized diether compounds 11 and 15 first followed by appropriate dimerization through Julia coupling and final macrocyclization of the crucial dialdehydes 23 and 31 by McMurry coupling. This strategy appeared to be advantageous for the stereoselective synthesis of both natural 72-membered tetraether lipids 3a and 3b using com
Cremimycin is a 19-membered macrolactam glycoside antibiotic based on three distinctive substructures: 1) a β-amino fatty acid starter moiety, 2) a bicyclic macrolactam ring, and 3) a cymarose unit. To elucidate the biosynthetic machineries responsible for these three structures, the cremimycin biosynthetic gene cluster was identified. The cmi gene cluster consists of 33 open reading frames encoding eight polyketide synthases, six deoxysugar biosynthetic enzymes, and a characteristic group of fi
The absolute stereochemistry of FD-594 1, a new cytotoxic antibiotic, was determined by X-ray diffraction, and its conformation was studied by CD and NMR spectroscopy. The aglycon part of 1 was found to have (3R,6S,7S) configuration. Particularly interesting was the solvent-dependent atropisomerism of 1 and related compounds. The CD spectra of 1 exhibited in two solvent systems almost opposite mirror-image curves depending on the solvent. While a large negative Cotton effect (Δε = −33.9, 279 nm)
