Seven New Monoterpenoid Indole Alkaloids from Gelsemium elegans.
Summary of "Seven New Monoterpenoid Indole Alkaloids from Gelsemium elegans."
Seven new indole alkaloids were isolated from the roots of Gelsemium elegans Benth. and their structures were determined by spectroscopic analysis and chemical transformation from known alkaloids. Kounaminal (1) is a new koumine-type alkaloid that contains an unusual aminal moiety. Humantenoxenine (2) and 15-hydroxyhumantenoxenine (3) are humantenine-type alkaloids that contain a novel β-amino-α,β-unsaturated ketone residue. The other four novel alkaloids are two gelsedilam-related and two gelsenicine-related alkaloids.
Affiliation
Graduate School of Pharmaceutical Sciences, Chiba University, 1-33 Yayoi-cho, Inage-ku, Chiba 263-8522 (Japan), Fax: (+81) 43-290-2901.
Journal Details
This article was published in the following journal.
Name: Chemistry, an Asian journal
ISSN: 1861-471X
Pages: 166-73
Links
- PubMed Source: http://www.ncbi.nlm.nih.gov/pubmed/20960496
- DOI: http://dx.doi.org/10.1002/asia.201000538
Medical and Biotech [MESH] Definitions
Carbazoles
Benzo-indoles similar to CARBOLINES which are pyrido-indoles. In plants, carbazoles are derived from indole and form some of the INDOLE ALKALOIDS.
Indole Alkaloids
Group of alkaloids containing a benzylpyrrole group (derived from TRYPTOPHAN)
Vinca Alkaloids
A group of indole-indoline dimers which are ALKALOIDS obtained from the VINCA genus of plants. They inhibit polymerization of TUBULIN into MICROTUBULES thus blocking spindle formation and arresting cells in METAPHASE. They are some of the most useful ANTINEOPLASTIC AGENTS.
Securidaca
A plant genus of the family POLYGALACEAE that contains securiosides and indole alkaloids.
Psychotria
A plant genus of the family RUBIACEAE. Members contain psychotridine and brachycerine (indole alkaloids).
PubMed Articles
Simple indole alkaloids and those with a non-rearranged monoterpenoid unit.
Covering: 2010-2011. Previous review: Nat. Prod. Rep. 2010, 27, 1630-1680This review covers the literature on simple indole alkaloids and those with a non-rearranged monoterpenoid unit from the beginn...
Monoterpenoid Indole Alkaloids Mediating DNA Strand Scission from Turpinia arguta.
Two new monoterpenoid indole alkaloid derivatives, turpiniside ( 1) and 11-methoxyjavaniside ( 2), along with the known alkaloids, vincosamide ( 3), (3 R)-pumiloside ( 4), and paratunamide C ( 5), wer...
A facile chemoenzymatic approach: one-step syntheses of monoterpenoid indole alkaloids.
Facile chemoenzymatic syntheses of cytotoxic monoterpenoid indole alkaloids with novel skeletons and multiple chiral centers are described. Synthesis of these alkaloids was achieved by a simple one-st...
Alkaloids in Gelsemium elegans possess a variety of therapeutic properties, including tumor suppression, analgesic and anti-inflammatory effects. In China, G. elegans has been used for centuries to tr...
A New Type of Monoterpenoid Indole Alkaloid Precursor from Alstonia rostrata.
Currently, all monoterpenoid indole alkaloids (MIAs) have been derived from strictosidine, which originates from the condensation of tryptophan with secologanin in a 1:1 ratio. However, our phytochemi...
Clinical Trials
Gelsemium Sempervirens in Anticipatory Anxiety
To evaluate the effectiveness of Gelsemium sempervirens 5CH et 15CH on anticipatory provoked anxiety, in healthy volunteers.
Indole-3-Carbinol in Preventing Cancer in Healthy Participants
RATIONALE: Chemoprevention is the use of certain drugs to keep cancer from forming, growing, or coming back. The use of indole-3-carbinol may prevent cancer. PURPOSE: This randomized phas...
Indole-3-Carbinol Effects on Estrogen Metabolism
This study will test a dietary supplement, indole-3-carbinol, for improving the estrogen profile in women across a range of body mass index.
RATIONALE: Chemoprevention therapy is the use of certain drugs to try to prevent the development or recurrence of cancer. Indole-3-carbinol may be effective in preventing breast cancer....
RATIONALE: Eating a diet high in vegetables may lower the risk of some types of cancer. Brassica vegetables (such as cabbages, kale, broccoli, Brussels sprouts, and cauliflower) and indole...