Recent advances in the total synthesis of cytochalasan natural products using bioinspired strategies

Abstract

Cytochalasans are a large class of isoindolone-containing tricyclic fungal secondary metabolites. They have a diverse array of intriguing structures and bioactivities, including nematicidal, anti-inflammatory, and antitumor, and therefore, have got...

Synthesis and migrastatic activity of cytochalasin analogues lacking a macrocyclic moiety

“…Their complex structure is given by the presence of the macrocyclic moiety and remains a challenge for total synthesis even five decades after their discovery. 23 …”

Synthesis of cytochalasan analogues with aryl substituents at position 10

“…Since their discovery, chemists have been pursuing the total synthesis of cytochalasans due to their intricate structure, which poses a persistent challenge. [25][26][27][28][29] However, none of the total syntheses have involved the late-stage introduction of substituents into position 10, so far. Only a synthesis of cytochalasan analogues based on desymmetrization reactions of succinimide derivatives has been reported.…”

Phomopsischalins A–C, polycyclic-fused cytochalasins from the endophytic fungus Phomopsis sp. shj2 and their abilities to induce lysosomal function

“…In recent years, more than 500 cytochalasins with diverse architectures have been identified, many of which have been synthesized by organic chemists in an elegant manner. 15 In our previous study, phomopchalasins A and B, two novel 5/6/5/8-fused tetracyclic and 5/6/6/7/5-fused pentacyclic cytochalasins, were isolated from Phomopsis sp. shj2, which was isolated from the stems of Isodon eriocalyx var.…”

“…In recent years, more than 500 cytochalasins with diverse architectures have been identified, many of which have been synthesized by organic chemists in an elegant manner. 15…”