Continuation and completion of structure-activity studies on streptonigrin and lavendamycin, antitumor-antibiotics, and related, synthetic structures. Concurrent continuation of the investigation and implementation of inverse electron demand (4 + 2) cycloaddition reactions of heterocyclic azadienea: 1,2,4-triazines, 1,2,4,5-tetrazines, 1,2,3-triazines, 1,3,5-triazines and 1,2-diazines for the preparation of the agents under study. Total synthesis of prodigiosin (methylpentylprodigiosin) and related, naturally occurring pyrrolylypyrromethenes, tripyrrolic red pigments each possessing a common 2,2'-dipyrrole and each exhibiting significant antimicrobial and antifungal activity. Concurrent investigation of the utility of the inverse electron demand Diels-Alder reaction of 1,2,4,5-tetrazines as a viable approach to the preparation of polypyrroles. Total synthesis of tropolo-alkaloids: colchicine, a potent mitotic inhibitor, and the related structures, imerubrine and grandirubrine. The total synthesis of cyclopentenoid antitumor-antibiotics: sarkomycin, pentenomycins I - III, and dehydropentenomycin. Concurrent investigation of the inverse electron demand Diels-Alder reactions, (4 + 2) cycoloaddition, as well as the thermal (1 + 2), (3 + 2), and (3 + 4) cycloadditions of cyclopropenone ketals with electron deficient olefins and dienes. Total synthesis of deoxybouvardin and bouvardin (NSC 259968), naturally occurring and unusual cyclic hexapeptides possessing antitumor activity, and a series of related synthetic analogs. Evaluation of the antitumor properties of the series of agents prepared. Total synthesis of piperazinomycin, an antifungal antibiotic which possesses the nearly identical 14-membered paracyclophane skeleton which constitutes a partial structure of deoxybouvardin/bouvardin. Total synthesis of tylocrebrine, an antitumor-antibiotic, and concurrent investigation of the scope of the thermal generation and subsequent intramolecular Diels-Alder reactions of 2-trimethylsilyloxy-1-aza-1,3-butadines. Total synthesis of fredericamycin A (NSC 305263), an antitumor-antibiotic, and concurrent investigation of the cyclizaation reactions of areyl chromium carbene complexes. Evaluation of the antitumor properties of partial structures and synthetic agents related to fredericamycin A.
Showing the most recent 10 out of 102 publications
