Chemistry:Momordin (saponin)

From HandWiki

Momordin is one of several saponins derived from oleanolic acid, a triterpenoid. These chemical compounds are found in some plants of the genus Momordica, which includes the bitter melon (M. charantia) and the balsam apple (M. balsamina), as well as in other Asian herbal medicine plants such as Kochia scoparia and Ampelopsis radix.[1][2]

Momordins include:

  • Momordin I, oleanolic acid 3-O-α-L-arabinopyranosyl(1→3)-β-D-glucuronopyranoside. A white powder that decomposes at 235–240 °C. Found in the root of Momordica cochinchinensis where it constitutes 10% of the dried methanol extract.[2][3]
  • Momordin Ia, from M. cochinchinensis.[4]
  • Momordin Ib, from M. cochinchinensis.[4]
  • Momordin Ic or (3β)-17-carboxy-28-norolean-12-en-3-yl 3'-O-(β-D-xylopyranosyl)-β-D-glucuronide (C41H64O13), CAS number 96990-18-0. It is obtained as colorless fine crystals that decompose at 240 °C. It inhibits gastric emptying in mice.[1][5]
  • Momordin Id, from M. cochinchinensis.[4]
  • Momordin Ie, CAS 96158-13-3.[6]
  • Momordin II, the 28-O-β-D-glucopyranoside of momordin I. Colorless needles, soluble in methanol, that melt at 240−245 °C. Also from M. cochinchinensis; identical to hemsloside Ma 1 from Hemsleya macrosperma and H. chinensis[2]
  • Momordin IIa, from M. cochinchinensis.[4]
  • Momordin IIb, from M. cochinchinensis.[4]
  • Momordin IIc, either the same as oleanic acid[7] or (quinoside D)[β-D-glucopyranosyl 3-O-[β-D-xylopyranosyl-(1→3)-O-(β-D-glucopyranosyluronic acid)] oleanolate][8]
  • Momordin IId, from M. cochinchinensis.[4]
  • Momordin IIe, CAS 96158-12-2.[9]
  • Momordin III, 3β-hydroxy-11α, 12α-epoxy-olean-28,13-olide 3-O-α-L-arabinopyranosyl(1→3)-β-D-glucuronopyranoside. Also from M. cochinchinensis.[2]

See also

  • Momordin (protein), unrelated enzymes (proteins) from Momordica and other plants.

References

  1. ↑ 1.0 1.1 Matsuda, H.; Li, Y.; Yamahara, J.; Yoshikawa, M. (1999). "Inhibition of gastric emptying by triterpene saponin, momordin Ic, in mice: Roles of blood glucose, capsaicin-sensitive sensory nerves, and central nervous system". The Journal of Pharmacology and Experimental Therapeutics 289 (2): 729–734. PMID 10215646. 
  2. ↑ 2.0 2.1 2.2 2.3 Iwamoto, M.; Okabe, H.; Yamauchi, T. (1985). "Studies on the constituents of Momordica cochinchinensis Spreng. II. Isolation and characterization of the root saponins, Momordins I, II and III". Chemical & Pharmaceutical Bulletin 33: 1–7. doi:10.1248/cpb.33.1. 
  3. ↑ Juhyung Lee; Chi-Hoon Park; Wook-Hwan Kim; Yun Ha Hwang; Kyungchae jeong; Chul-Hak Yang (2006). "Inhibitory effects of momordin I derivatives on the formation of Fos-Jun-AP-1 DNA complex". Bull. Korean Chem. Soc. 27 (4): 535. doi:10.5012/bkcs.2006.27.4.535. ISSN 0253-2964. 
  4. ↑ 4.0 4.1 4.2 4.3 4.4 4.5 Khesort Nantachit; Patoomratana Tuchinda (2009). "Antimicrobial Activity of Hexane and Dichloromethane Extracts from Momordica cochinchinensis (Lour.) Spreng Leaves". Thai Pharmaceutical and Health Science Journal 4 (1): 15–20. ISSN 1905-3460. http://pharmacy.swu.ac.th/wp-content/uploads/2010/08/vol_04_no_1_2009_pg015-020_Momordica-cochinchinensis-antibacterial-activity.pdf. Retrieved 2011-01-01. 
  5. ↑ Kim, N. Y.; Lee, M. K.; Park, M. J.; Kim, S. J.; Park, H. J.; Choi, J. W.; Kim, S. H.; Cho, S. Y. et al. (2005). "Momordin Ic and Oleanolic Acid from Kochiae Fructus Reduce Carbon Tetrachloride-Induced Hepatotoxicity in Rats". Journal of Medicinal Food 8 (2): 177–183. doi:10.1089/jmf.2005.8.177. PMID 16117609. 
  6. ↑ Momordin Ie catalog entry at Trading Chem. Accessed 2011-01-01.
  7. ↑ Momordin IIc catalog entry from NextBio. Accessed on 2011-01-01.
  8. ↑ Simon, A. S.; Tóth, G. B.; Duddeck, H.; Soliman, H. S. M.; Mahmoud, I. I.; Samir, H. (2006). "Glycosides fromBougainvillea glabra". Natural Product Research 20 (1): 63–67. doi:10.1080/14786410500162351. PMID 16286311. 
  9. ↑ Momordin IIe catalog page at Look Chemical. Accessed on 2011-01-01.




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