2022 年 80 巻 9 号 p. 817-830
Progress in genome-guided discovery of secondary metabolites has facilitated the identification of naturally occurring polyene macrolactams and their polycyclic lactam derivatives from microorganisms. Recent studies revealed that some transformations from parent macrolactams to their polycyclic derivatives proceeded without the aid of enzymes and were only dependent on external environmental stimuli such as light irradiation, heating, and aerobic conditions. Interestingly, some polyene macrolactams such as heronamide C and niizalactam A are converted in response to the different stimuli into polycyclic lactams with different polycyclic skeletons and biological activity. We have regarded such compounds as “pluripotent stem molecules” and have been working on not only the chemical and reactivity analysis of these molecules but also the creation of their synthetic versions, which we named “induced pluripotent small (iPS) molecules” after iPS cells. In this account, we review the structure, reactivity, biogenesis, and biological activity of naturally occurring polyene macrolactams. Our current efforts toward creating iPS molecules based on naturally occurring polyene macrolactams are also discussed.