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Germacranolide
Germacranolides are a group of natural chemical compounds classified as sesquiterpene lactone Sesquiterpene lactones (SLs) are a class of sesquiterpenoids that contain a lactone ring. They are most often found in plants of the family Asteraceae (daisies, asters). Other plant families with SLs are Umbelliferae (celery, parsley, carrots) ...s. They are found in a variety of plant species and are known for their diverse and complex topology, as well as a wide array of pharmacological activities. References Sesquiterpene lactones Oxygen heterocycles {{organic-compound-stub ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Sesquiterpene Lactones
Sesquiterpene lactones (SLs) are a class of sesquiterpenoids that contain a lactone ring. They are most often found in plants of the family Asteraceae (daisies, asters). Other plant families with SLs are Umbelliferae (celery, parsley, carrots) and Magnoliaceae (magnolias). A collection of colorless, lipophilic solids, SLs are a rich source of drugs. They can be allergenic and toxic in grazing livestock causing severe neurological problems in horses. Some are also found in corals of the order '' Alcyonacea''. Types Sesquiterpene lactones can be divided into several main classes including germacranolides, heliangolides, guaianolides, pseudoguaianolides, hypocretenolides, and eudesmanolides. Examples Artemisinin, a new, highly-effective anti-malarial compound, is a sesquiterpene lactone found in '' Artemisia annua''. Lactucin, desoxylactucin, lactucopicrin, lactucin-15-oxalate, lactucopicrin-15-oxalate are some of the most prominent found in lettuce and spinach, givi ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Costunolide
(+)-Costunolide is a naturally occurring sesquiterpene lactone, first isolated in '' Saussurea costus'' roots in 1960. It is also found in lettuce. Synthesis It is synthesized through the mevalonate pathway, seen in Figure 1. The synthesis begins with the cyclization of compound 1, farnesyl pyrophosphate (FPP), which is mediated by a sesquiterpene cyclase, (+)-germacrene A synthase, to form compound 2, cation. Inside this same enzyme, a proton is lost to form 3, (+)- germacrene A. The isoprenyl side chain of (+)-germacrene A is then hydroxylated by (+)-germacrene A hydroxylase, which is a cytochrome P450 enzyme, to form 4. NAD(P)+ dependent hydrogenase(s) then oxidize 4, germacra-1(10),4,11(13)-trien-12-ol, through the intermediate 5, germacra-1(10),4,11(13)-trien-12-al to form compound 6, germacrene acid. The cytochrome P450 enzyme, (+)-costunolide synthase, which is a NADPH and O2 dependent enzyme, then oxidizes germacrene acid to give the alcohol intermediate, 7, which ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
