67110-66-1

Upstream product

• 77794-83-3 Δ⁵-catharanthine 
• 80054-48-4 14CH3>Loganin 
• 80054-38-2 C₁₀H₁₅⁽³⁾HO₂ 

Downstream Products

• 1221440-00-1 18(S)-(3',5'-dimethoxyaniline)cleavamine 
• 38390-45-3 anhydrovinblastine 
• 1043910-89-9 C₅₂H₆₀N₆O₉ 
• 1043910-86-6 C₅₂H₆₀ClN₅O₇ 
• 1043910-90-2 C₅₃H₆₃N₅O₈ 
• 1043910-91-3 C₅₃H₆₃N₅O₈ 
• 1043910-83-3 C₅₂H₆₀FN₅O₇ 
• 1043910-82-2 C₅₃H₆₃N₅O₇ 
• 1043910-81-1 C₅₂H₆₁N₅O₇ 
• 1043910-92-4 C₅₃H₆₃N₅O₇ 

Relevant academic research and scientific papers

METHOD AND MEANS FOR MANUFACTURING TERPENE INDOLE ALKALOIDS

The complex chemistry underlying the extensive transformations involved in terpene indole alkaloid synthesis makes identification of the biosynthetic genes challenging. The present invention relates to methods for producing a terpene indole alkaloid derivative, comprising the steps of: (1) providing a terpene indole alkaloid; and (2) providing a first enzyme termed "Precondylocarpine Acetate Synthase" (PAS) or a functional variant or homologue thereof; and/or a second enzyme termed "Dehydroprecondylocarpine Acetate Synthase" (DPAS) or a functional variant or homologue thereof, and optionally providing further identified enzymes involved in this pathway. The invention also encompasses related kits, enzymes, expression vectors, host cells and plants.

NEW BIS-INDOLE ALKALOIDS AS ANTICANCER DRUGS

The field of this invention relates to novel cyclopropyl derivatives of the general formula (I) representing pharmaceutically applicable Vinca Rosea type alkaloid compounds, particularly having a cytostatic effect. The invention also is concerned processes for preparing these new alkaloids and their pharmacological compositions and the use of these compounds in treatment of cancer. R stands for a methyl or a formyl group, R1 stands for a methoxy or an amino group, R2 represents a hydroxy or acetoxy group, R3 stands for a hydrogen atom or a hydroxy group, R4 represents a hydrogen atom or R3 and R4 together represent a double bond, R5 and R6 represent hydrogen or fluorine atoms n = 1 or 2.

Investigations of the Biosynthesis of Indole Alkaloids. Feeding Experiments with Synthetic Radioactively Labelled Hydroxyloganin Derivatives.

Hydroxyloganin (4a) and 6-epihydroxyloganin (5a) were synthesized with a radioactive label to check the hypothesis that these compounds lie directly on the biosynthetic pathways to secologanin (2a) and the indole alkaloids.The labels were introduced by reduction of the keto acid 6 with sodium borohydride and esterification of the hydroxy acids 9* or 11 with diazomethane.According to feeding experiments with Catharanthus roseus G.Don it is highly improbable that 4a and 5a are precursors of 2a and the indole alkaloids.Moreover, isolation experiments showed that 4a is not a naturally occuring iridoid glycoside in Menyanthes trifoliata plants.

Investigations of the Biosynthesis of Indole Alkaloids. Feeding Experiments with Synthetic Radioactively Labelled Monoterpene Aldehydes

Oxidation of citral (8a/8b) with selenium oxide using different reaction conditions gave the hydroxy aldehydes 4a/4b and the dialdehydes 5a/b.Reduction of 5a/b with potassium borohydride in the presence of LiCl led to the hydroxy aldehyes 4c/d.Feeding experiments with the corresponding tritiated compounds 4a - d and 5a/b to Catharanthus roseus G.Don indicate that 4a/b, 4c/d, and 5a/b are biogenetic precursors of secologanin (3) and the indole alkaloids of the Corynanthe, Aspidosperma, and Iboga type.

COMPOSES ANTITUMORAUX DU GROUPE DE LA VINBLASTINE: NOUVELLE METHODE DE PREPARATION

7'-Chloro-indolenines from several dimeric alkaloids of vinblastine type are useful intermediates in the preparation of antitumor derivatives belonging to seco-5',6' and nor-5'series.