CYCLEANINE Chemical Properties

Melting point:

272-273 °C

Boiling point:

691.6±55.0 °C(Predicted)

Density 

1.172±0.06 g/cm3(Predicted)

storage temp. 

4°C, away from moisture and light

solubility 

Acetone: soluble; Dichloromethane: soluble; DMSO: soluble; Ethyl Acetate: soluble

form 

A solid

pka

7.56±0.20(Predicted)

color 

White to off-white

CYCLEANINE Usage And Synthesis

Chemical Properties

White crystalline powder, soluble in methanol, ethanol, DMSO and other organic solvents, from the white herbs, geohuai, light leaf geohuai, southern rotundo, Sichuan rotundo, wah's monohuai, tin sheng vine.

Uses

Cycleanine is an alkaloid obtained from the Triclisia subcordata Oliv (Menispermeaceae) which is a medicinal plant used to treat various diseases in West Africa. Displays in-vitro anti-ovarian cancer activity.

Definition

ChEBI: Cycleanine is a member of isoquinolines and a bisbenzylisoquinoline alkaloid.

Synthesis

The crude powder of Verticillium root was taken 10.5 kg, extracted with 95% ethanol (8 times quantity3), the ethanol solution was concentrated to obtain the crude extract, which was added to 1.0 L water, adjusted pH3 with 2 mol-L-1 hydrochloric acid, the acid-water layer was extracted with ethyl acetate (2 L2), further adjusted pH10 with ammonia and extracted with chloroform to obtain the total alkaloid A (48 g), and extracted and concentrated by chloroform-methanol (82) to obtain total alkaloid B (11 g). 48 g of total alkaloid A was dissolved with chloroform, and then concentrated by silica gel column chromatography chloroform-methanol (82) to obtain total alkaloid B (11 g). The total alkaloid A (48 g) was extracted and concentrated with chloroform-methanol (8:2) to obtain the total alkaloid B (11 g). 48 g of the total alkaloid A was dissolved with chloroform, and then eluted by silica gel column chromatography with chloroform-methanol gradient, and the four fractions from F1 to F4 were collected by segmental collection. F2 (21.0 g) was repeatedly chromatographed on silica gel column, and the monomer compounds (2.9 g), rotundo alkaloid ( F3 (3.3g) was analyzed by silica gel column chromatography to obtain compound V (16mg). 11g of total alkaloid B was dissolved in methanol and analyzed by repeated silica gel column chromatography to obtain monomer compounds VI (1.1g), VII (50mg) and VIII (36mg).

in vivo

IC 50

L-type calcium channel

CYCLEANINE(518-94-5)Related Product Information

• Cevadine
• veratramine
• L-Hyoscyamine
• VERATRIDINE
• daurisoline
• L-SPD
• 2-[2-(Methylamino)benzoyl]-3,4-dihydro-β-carboline-1(2H)-one
• Xanthiazone
• Cepharanthine
• Daurinoline
• menisdaurin
• Xanthiside
• Cyclen
• turkesterone
• Neocnidilide
• laxogenin
• DARUTIGENOL
• Atractylenolide III