83464-85-1

Usage

Uses

Used in Plant Biology Research:
28-norcastasterone is used as a research tool for studying the role of brassinosteroids in plant growth and development. Its unique structure allows scientists to investigate the specific functions and mechanisms of action of this hormone class in plants.
Used in Analytical Chemistry:
28-norcastasterone is used as an analyte in biological and analytical studies for the determination of endogenous brassinosteroids. The sequential magnetic solid phase extraction followed by in situ derivatization/desorption method coupled with liquid chromatography-tandem mass spectrometry enables the accurate measurement and analysis of brassinosteroid levels in various samples.
Used in Agriculture:
28-norcastasterone has potential applications in agriculture as a plant growth regulator. Its ability to modulate plant growth and development could be harnessed to improve crop yields, enhance stress resistance, and promote overall plant health.
Used in Pharmaceutical Industry:
Although not explicitly mentioned in the provided materials, 28-norcastasterone's role in regulating cellular processes and its unique structure may also make it a candidate for pharmaceutical applications. Further research could explore its potential as a therapeutic agent for various human health conditions, particularly those related to cellular growth and development.

Upstream product

• 115040-29-4 (2R,3S,5S,8S,9S,10R,13S,14S,17R)-2,3-Dihydroxy-17-[(S)-1-((4R,5R)-5-isobutyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-ethyl]-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-6-one 
• 83456-37-5 (22E)-5α-cholesta-2,22-dien-6-one 
• 83456-35-3 Toluene-4-sulfonic acid (3S,5S,8S,9S,10R,13R,14S,17R)-17-((E)-(R)-1,5-dimethyl-hex-2-enyl)-10,13-dimethyl-6-oxo-hexadecahydro-cyclopenta[a]phenanthren-3-yl ester 
• 85234-05-5 (22R,23R)-3β-methylsulphonyloxy-22,23-dihydroxy-5α-cholestan-6-one 22,23-acetonide 
• 85234-04-4 (22R,23R)-3β-methylsulphonyloxy-22,23-dihydroxycholest-5-ene 22,23-acetonide 
• 77736-41-5 (22R,23R)-22,23-dihydroxy-5α-cholest-2-en-6-one 22,23-acetonide 
• 85234-03-3 (3S,8S,9S,10R,13S,14S,17R)-17-[(S)-1-((4R,5R)-5-Isobutyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-ethyl]-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-ol 
• 77790-41-1 (22R,23R)-3β,22,23-trihydroxycholest-5-ene 

Downstream Products

• 77736-43-7 28-norbrassinolide 

Relevant academic research and scientific papers

A new synthesis of brassinosteroids with a cholestane framework based on a highly functionalized starting material

A new route to the synthesis of minor brassinosteroids with a cholestane framework (28-norcastasterone and 28-norbrassinolide) has been proposed. It makes use of commercially available 24-epicastasterone as a starting material. In addition, [26,26,26-2H3]-28-norcastasterone and [26,26,26-2H3]-28-norbrassinolide have been prepared as tools for analytical applications. The key steps were regioselective manipulations of functional groups in 24-epicastasterone, oxidative cleavage of 22,23-diol group and Claisen rearrangement

Improved synthesis of 28-norbrassinolide

An improved procedure for the preparation of 28-norbrassinolide is described. The key step of the whole process was the construction of the side-chain carbon skeleton, which was achieved by successive addition of C 23-C24 and C25-C27 fragments to 22C-steroidal aldehyde via the Normant reaction and Claisen rearrangement. The method affords the title compound in 16% overall yield from stigmasterol and represents a significant improvement over literature procedures.

Stereoselective Synthesis of Plant Growth-promoting Steroids, Brassinolide, Castasterone, Typhasterol, and Their 28-Nor Analogues

Plant growth-promoting steroids, brassinolide (1a), (22R,23R,24S)-2α,3α,22,23-tetrahydroxy-B-homo-7-oxa-5α-ergostan-6-one, castasterone (2a), (22R,23R,24S)-2α,3α,22,23-tetrahydroxy-5α-ergostan-6-one, 28-norbrassinolide (1b), (22R,23R)-2α,3α,22,23-tetrahydroxy-B-homo-7-oxa-5α-cholestan-6-one, brassinone (2b), (22R,23R)-2α,3α,22,23-tetrahydroxy-5α-cholestan-6-one, and typhasterol (2c), (22R,23R,24S)-3α,22,23-trihydroxy-5α-ergostan-6-one, have been stereoselectively synthesized.These steroids show very strong biological activities in three different kinds of bioassays.