Kuguaglycoside
Encyclopedia
A kuguaglycoside is one of several chemical compound
Chemical compound
A chemical compound is a pure chemical substance consisting of two or more different chemical elements that can be separated into simpler substances by chemical reactions. Chemical compounds have a unique and defined chemical structure; they consist of a fixed ratio of atoms that are held together...

s isolated from the roots of the bitter melon
Bitter melon
Momordica charantia, called bitter melon or bitter gourd in English, is a tropical and subtropical vine of the family Cucurbitaceae, widely grown in Asia, Africa, and the Caribbean for its edible fruit, which is among the most bitter of all fruits...

 vine (Momordica charantia, kǔguā in Chinese) by J.-C. Chen and others.

Kuguaglycosides are glycoside
Glycoside
In chemistry, a glycoside is a molecule in which a sugar is bound to a non-carbohydrate moiety, usually a small organic molecule. Glycosides play numerous important roles in living organisms. Many plants store chemicals in the form of inactive glycosides. These can be activated by enzyme...

s of triterpene
Triterpene
Triterpenes are terpenes consisting of six isoprene units and have the molecular formula C30H48.The pentacyclic triterpenes can be classified into lupane, oleanane or ursane groups.Animal- and plant-derived triterpenes exist, such as:*squalene...

 derivatives, with the cucurbitane
Cucurbitane
Cucurbitane is a chemical compound with formula . It is a polycyclic hydrocarbon, specifically a triterpene. It is an isomer of lanostane , from which it differs by the formal shift of a methyl group from the 10 to the 9β position in the standard steroid numbering scheme.The name is applied to...

 skeleton. They are colorless solids, soluble in methanol
Methanol
Methanol, also known as methyl alcohol, wood alcohol, wood naphtha or wood spirits, is a chemical with the formula CH3OH . It is the simplest alcohol, and is a light, volatile, colorless, flammable liquid with a distinctive odor very similar to, but slightly sweeter than, ethanol...

, ethyl acetate
Ethyl acetate
Ethyl acetate is the organic compound with the formula CH3COOCH2CH3. This colorless liquid has a characteristic sweet smell and is used in glues, nail polish removers, and cigarettes...

, and butanol
Butanol
Butanol or butyl alcohol can refer to any of the four isomeric alcohols of formula C4H9OH:*n-Butanol, butan-1-ol, 1-butanol, n-butyl alcohol;*Isobutanol, 2-methylpropan-1-ol, isobutyl alcohol;...

. They include:
  • Kuguaglycoside A: 3β-hydroxy-7β-methoxycucurbita-5,24-dien-23-yl β-glucopyranoside,
  • Kuguaglycoside B: 3β-hydroxy-25-methoxycucurbita-5,23-dien-7β-yl β-glucopyranoside,
  • Kuguaglycoside C: 7β-(β-glucopyranosyloxy)-3β-hydroxycucurbita-5,23,25-trien-19-al, (colorless needles)
  • Kuguaglycoside D: 3β,19,23-trihydroxycucurbita-5,24-dien-7β-yl β-glucopyranoside,
  • Kuguaglycoside E: 23-(β-glucopyranosyloxy)-3β,19-dihydroxycucurbita-5,24-dien-7β-yl β-glucopyranoside,
  • Kuguaglycoside F: 23-(β-glucopyranosyloxy)-7β-methoxycucurbita-5,24-dien-3β-yl β-allopyranoside,
  • Kuguaglycoside G: 23-(β-glucopyranosyloxy)-3β-hydroxycucurbita-5,24-dien-7β-yl β-glucopyranoside,
  • Kuguaglycoside H: 23-(β-glucopyranosyl(1→2)-β-glucopyranosyl)-3β-hydroxycucurbita-5,24-dien-7β-yl β-glucopyranoside, (colorless needles)


Kuguaglycoside B is also found in the fruit of M. charantia.
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