64657-21-2

Usage

Uses

Used in Pharmaceutical Industry:
6-Acetyl-7-deacetylforskolin is used as an active pharmaceutical ingredient for its anticancer properties. It has the potential to target and inhibit the growth of cancer cells, making it a promising candidate for the development of cancer therapeutics.
Used in Antihypertensive Applications:
6-Acetyl-7-deacetylforskolin is used as an antihypertensive agent due to its ability to activate adenylyl cyclase isoforms, which can help regulate blood pressure and improve cardiovascular health.
Used in Drug Discovery and Development:
6-Acetyl-7-deacetylforskolin is used as a bioactive constituent in drug discovery and development processes. Its unique properties and potential therapeutic effects make it a valuable compound for further research and the development of new medications for various diseases and conditions.
Used in Enzyme Inhibition:
6-Acetyl-7-deacetylforskolin is used as a glucosidase inhibitor, which can help regulate glucose metabolism and potentially contribute to the management of diabetes and other metabolic disorders.
Overall, 6-Acetyl-7-deacetylforskolin is a versatile bioactive compound with a range of potential applications in the pharmaceutical and medical industries, making it an important compound for ongoing research and development.

InChI:InChI=1/C22H34O7/c1-8-19(5)11-14(25)22(27)20(6)13(24)9-10-18(3,4)16(20)15(28-12(2)23)17(26)21(22,7)29-19/h8,13,15-17,24,26-27H,1,9-11H2,2-7H3/t13-,15-,16-,17-,19-,20-,21+,22-/m0/s1

Upstream product

• 93108-59-9 (3aS,3bR,5R,7aS,7bR,8S,11bS)-2-Ethoxy-7a,8-dihydroxy-2,3b,5,7b,11,11-hexamethyl-5-vinyl-dodecahydro-1,3,4-trioxa-cyclopenta[l]phenanthren-7-one 
• 1055308-36-5 forskolin 
• 64657-20-1 7-deacetyl forskolin 
• 75-36-5 acetyl chloride 
• 66575-29-9 forskolin 
• 1055308-35-4 7-desacetylforskolin 

Downstream Products

• 81873-08-7 6-O-acetylforskolin 

Relevant academic research and scientific papers

Regioselective acetylation of 7-deacetylforskolin with 11C-acetyl chloride

Reaction conditions were studied to control the acetylating position on 7-deacetylforskolin using [11C]acetyl chloride. In a preliminary study using non-labeled acetyl chloride, pyridine, lutidine, triethylamine, N,N-diisopropylethylamine, dimethylaminopyridine (DMAP) and 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) were tested as the base in the acetylation. Pyridine was effective in selective acetylation to yield forskolin in any solvent, and DBU was effective for 1-acetyl-7-deacetylforskolin. Among toluene, dichloromethane and dichloroethane, toluene was the most suitable as the solvent for the selective acetylation of the 7-OH group to give forskolin with any base. In the selectivity of acetylation with [11C]acetyl chloride, more [11C]forskolin was obtained than [11C]1-acetyl-7-deacetylforskolin (70:30) in the presence of pyridine in toluene. [11C]1-acetyl-7-deacetylforskolin was preferentially synthesized with DBU in dichloromethane, and the ratio of [11C]1-acetyl-7-deacetylforskolin to [11C]forskolin was 98:2. For the yield of the [11C]acetylated product, DBU in dichloromethane was also suitable to obtain [11C]1-acetyl-7-deacetylforskolin. However, that of pyridine in toluene did not confer any advantages upon the yield of [11C]forskolin compared with DMAP in toluene.

Process for the preparation of 6,7-diacyl-7-deacetylforskolin derivatives

This invention relates to a process for the preparation of a 6,7-diacyl-7-deacetylforskolin derivative represented by the general formula: STR1 wherein R1 and R2 each stands for an acyl group and R3 stands for an aliphatic group having 2 to 3 carbon atoms, which comprises eliminating the acyl group at position 1 in a 1,6,7-triacyl-7-deacetylforskolin derivative represented by the general formula: STR2 wherein R1, R2 and R3 are as defined above, by solvolysis. The compound of the formula (I) is expected as medicine.

IDENTITY OF COLEONOL WITH FORSKOLIN: STUCTURE REVISION OF A BASE-CATALYSED REARRANGEMENT PRODUCT

The identity of coleonol and forskolin is shown through structure revision of a rearrangement product isolated earlier from coleonol and is confirmed by direct comparison of authentic coleonol with forskolin 1; in addition, coleonol-B should correctly represented by structure 4.

Reactions of Forskolin, a Biologically Active Diterpenoid from Coleus forskohlii

Forskolin (1) (7β-acetoxy-8,13-epoxy-1α,6β,9α-trihydroxylabd-14-en-11-one), the major diterpenoid of Coleus forskohlii, has potent positive inotropic, antihypertensive, and adenylate cyclase stimulant properties.The reactivity of its various functional groups (1α-OH, 6β-OH, the derived 7β-OH, 9α-OH, 11-oxo, and 14,15-double bond) has been studied through acylation, alkylation, dehydration, oxidation, and reduction reactions.