Ancistrocladus Naphthylisoquinoline Alkaloids -

Ancistrocladus Naphthylisoquinoline Alkaloids

Buch | Hardcover
XI, 335 Seiten
2023 | 1st ed. 2023
Springer International Publishing (Verlag)
978-3-031-10456-5 (ISBN)
181,89 inkl. MwSt
This book describes a unique class of secondary metabolites, the mono- and dimeric-naphthylisoquinoline alkaloids. This high chemodiversity arises from a similarly unique biosynthesis from acetate-malonate units, following a novel polyketidic pathway to plant-derived isoquinoline alkaloids.

This book describes a unique class of secondary metabolites, the mono- and dimeric-naphthylisoquinoline alkaloids. They exclusively occur in lianas of the palaeotropical Ancistrocladaceae and Dioncophyllaceae plant families. Their unprecedented structures include stereogenic centers and rotationally hindered, and therefore stereogenic, axes. Extended recent investigations on six Ancistrocladus species from Asia, as reported in this contribution, shed light on their fascinating phytochemical productivity, with over 100 intriguing natural products. This high chemodiversity arises from a similarly unique biosynthesis from acetate-malonate units, following a novel polyketidic pathway to plant-derived isoquinoline alkaloids. Some of the compounds show most promising anti-parasitic activities. Additionally, strategies for the regio- and stereoselective total synthesis of the alkaloids, including the directed construction of the chiral axis, are also presented.

1. Introduction.- 2. Naphthylisoquinoline Alkaloids, a Fascinating Class of Axially Chiral Biaryl Natural Products.- 3. Ancistrocladus, a Genus of Woody Lianas of the Monotypic Plant Family Ancistrocladaceae Widely Occurring in India, Sri Lanka, and Southeast Asia.- 4.The Indian Liana Ancistrocladus heyneanus and Ancistrocladus hamatus from Sri Lanka: Early Studies and More Recent Discoveries.- Full Absolute Stereostructures of Naphthylisoquinoline Alkaloids Directly from Crude Extracts: Characterization of New Metabolites from Ancistrocladus griffithii by the HPLC-MS/MS-NMR-ECD Triad.- 6. Ancistrobenomine A, the First Naphthylisoquinoline Alkaloid with a Hydroxymethylene Function at C-3, and Related 5,1'-Coupled Compounds.- 7. Ancistrocladus cochinchinensis from Central Vietnam, a Distinct Ancistrocladus Taxon? - Metabolite Pattern und Phylogenetic Relationship to Ancistrocladus aff. tectorius from China.- 8.Widespread Throughout Southeast Asia: Ancistrocladus tectorius, a Rich Source of Unique, Structurally Most Diverse Mono- and Dimeric Naphthylisoquinoline Alkaloids.- 9. Tables of the Naphthylisoquinoline Alkaloids and Related Compounds Isolated from Asian Ancistrocladus Species.

Erscheinungsdatum
Reihe/Serie Progress in the Chemistry of Organic Natural Products
Zusatzinfo XI, 335 p. 246 illus., 106 illus. in color.
Verlagsort Cham
Sprache englisch
Maße 155 x 235 mm
Gewicht 705 g
Themenwelt Medizin / Pharmazie Pharmazie
Naturwissenschaften Biologie Biochemie
Naturwissenschaften Chemie Organische Chemie
Schlagworte Dioncophyllaceae • Dioncophylline A. • isoquinoline alkaloids • Napthylisoquinoline alkaloids • plant stress • Polyketide alkaloids
ISBN-10 3-031-10456-0 / 3031104560
ISBN-13 978-3-031-10456-5 / 9783031104565
Zustand Neuware
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