3 research outputs found
Origin of the Thiopyrone CTP-431 “Unexpectedly” Isolated from the Marine Sponge <i>Cacospongia mycofijiensis</i>
An
intriguing hypothesis that latrunculin A, a well-known natural
product, might have undergone transformation into the unprecedented
thiopyrone CTP-431 upon long-term storage in methanol is advanced.
Thus, opening of the hemiacetal of latrunculin A, followed by E1CB
elimination, and dehydration would give a polyene that could undergo
intramolecular Diels–Alder reaction, followed by methanolysis
of the thiazolidinone ring and ring closure by intramolecular thiol
addition to an enone. Experimental evidence that the novel thiazolidinone
to thiopyrone rearrangement can occur is presented
Origin of the Thiopyrone CTP-431 “Unexpectedly” Isolated from the Marine Sponge <i>Cacospongia mycofijiensis</i>
An
intriguing hypothesis that latrunculin A, a well-known natural
product, might have undergone transformation into the unprecedented
thiopyrone CTP-431 upon long-term storage in methanol is advanced.
Thus, opening of the hemiacetal of latrunculin A, followed by E1CB
elimination, and dehydration would give a polyene that could undergo
intramolecular Diels–Alder reaction, followed by methanolysis
of the thiazolidinone ring and ring closure by intramolecular thiol
addition to an enone. Experimental evidence that the novel thiazolidinone
to thiopyrone rearrangement can occur is presented
Origin of the Thiopyrone CTP-431 “Unexpectedly” Isolated from the Marine Sponge <i>Cacospongia mycofijiensis</i>
An
intriguing hypothesis that latrunculin A, a well-known natural
product, might have undergone transformation into the unprecedented
thiopyrone CTP-431 upon long-term storage in methanol is advanced.
Thus, opening of the hemiacetal of latrunculin A, followed by E1CB
elimination, and dehydration would give a polyene that could undergo
intramolecular Diels–Alder reaction, followed by methanolysis
of the thiazolidinone ring and ring closure by intramolecular thiol
addition to an enone. Experimental evidence that the novel thiazolidinone
to thiopyrone rearrangement can occur is presented