Skip to main content
Top
Published in: Journal of Natural Medicines 2/2018

01-03-2018 | Original Paper

Lanostane triterpenoids from Fomitopsis officinalis and their trypanocidal activity

Authors: Shinen Naranmandakh, Toshihiro Murata, Batsukh Odonbayar, Keisuke Suganuma, Javzan Batkhuu, Kenroh Sasaki

Published in: Journal of Natural Medicines | Issue 2/2018

Login to get access

Abstract

Fomitopsis officinalis is a medicinal fungus, known as ‘Agarikon’, and is used traditionally in the treatment of asthma and rheumatism in Mongolia. The investigation of the chemical constituents of F. officinalis led to the isolation of 4 new lanostane triterpenoids together with 4 known triterpenoids. Inhibitory activity against Trypanosoma congolense, which causes fatal diseases in animals including livestock, was estimated for the isolated compounds. Compounds 25 and 8 exhibited moderate inhibition activities with IC50 values ranging from 7.0−27.1 µM.
Appendix
Available only for authorised users
Literature
1.
go back to reference Stamets PE (2014) Antiviral and antibacterial activity from medicinal mushrooms. US Patent 8,765,138 B2 Stamets PE (2014) Antiviral and antibacterial activity from medicinal mushrooms. US Patent 8,765,138 B2
2.
go back to reference Grienke U, Zöll M, Peintner U, Rollinger JM (2014) European medicinal polypores-a modern view on traditional uses. J Ethnopharmacol 154:564–583CrossRef Grienke U, Zöll M, Peintner U, Rollinger JM (2014) European medicinal polypores-a modern view on traditional uses. J Ethnopharmacol 154:564–583CrossRef
3.
go back to reference Wu X, Yang JS, Yan M (2009) Four new triterpenes from fungus of Fomes officinalis. Chem Pharm Bull 57:195–197CrossRef Wu X, Yang JS, Yan M (2009) Four new triterpenes from fungus of Fomes officinalis. Chem Pharm Bull 57:195–197CrossRef
4.
go back to reference Feng W, Yang JS (2015) A new drimane sesquiterpenoid and a new triterpene lactone from fungus of Fomes officinalis. J Asian Nat Prod Res 17:1065–1072CrossRef Feng W, Yang JS (2015) A new drimane sesquiterpenoid and a new triterpene lactone from fungus of Fomes officinalis. J Asian Nat Prod Res 17:1065–1072CrossRef
5.
go back to reference Wu X, Yang JS, Zhou L, Dong YS (2004) New lanostane-type triterpenes from Fomes officinalis. Chem Pharm Bull 52:1375–1377CrossRef Wu X, Yang JS, Zhou L, Dong YS (2004) New lanostane-type triterpenes from Fomes officinalis. Chem Pharm Bull 52:1375–1377CrossRef
6.
go back to reference Han JX, Li L, Zhong JL, Tohtaton Z, Ren Q, Han L, Huang X, Yuan T (2016) Officimalonic acids A-H, lanostane triterpenes from the fruiting bodies of Fomes officinalis. Phytochemistry 130:193–200CrossRef Han JX, Li L, Zhong JL, Tohtaton Z, Ren Q, Han L, Huang X, Yuan T (2016) Officimalonic acids A-H, lanostane triterpenes from the fruiting bodies of Fomes officinalis. Phytochemistry 130:193–200CrossRef
7.
go back to reference Anderson CG, Epstein WW, Van Lear G (1972) Minor triterpenoids of Fomes officinalis. Phytochemistry 11:2847–2852CrossRef Anderson CG, Epstein WW, Van Lear G (1972) Minor triterpenoids of Fomes officinalis. Phytochemistry 11:2847–2852CrossRef
8.
go back to reference Epstein WW, Sweat FW, VanLear G, Lovell FM, Gabe EJ (1979) Structure and stereochemistry of officinalic acid, a novel triterpene from Fomes officinalis. J Am Chem Soc 101:2748–2750CrossRef Epstein WW, Sweat FW, VanLear G, Lovell FM, Gabe EJ (1979) Structure and stereochemistry of officinalic acid, a novel triterpene from Fomes officinalis. J Am Chem Soc 101:2748–2750CrossRef
9.
go back to reference Anderson CG, Epstein WW (1971) Metabolic intermediates in the biological oxidation of lanosterol to eburicoic acid. Phytochemistry 10:2713–2717CrossRef Anderson CG, Epstein WW (1971) Metabolic intermediates in the biological oxidation of lanosterol to eburicoic acid. Phytochemistry 10:2713–2717CrossRef
10.
go back to reference Hwang CH, Jaki BU, Klein LL, Lankin DC, McAlpine JB, Napolitano JG, Fryling NA, Franzblau SG, Cho SH, Stamets PE, Wang YH, Pauli GF (2013) Chlorinated coumarins from the polypore mushroom Fomitopsis officinalis and their activity against Mycobacterium tuberculosis. J Nat Prod 76:1916–1922CrossRef Hwang CH, Jaki BU, Klein LL, Lankin DC, McAlpine JB, Napolitano JG, Fryling NA, Franzblau SG, Cho SH, Stamets PE, Wang YH, Pauli GF (2013) Chlorinated coumarins from the polypore mushroom Fomitopsis officinalis and their activity against Mycobacterium tuberculosis. J Nat Prod 76:1916–1922CrossRef
11.
go back to reference Naranmandakh Sh, Bayarmaa E, Undarmaa B, Brantner AH (2010) Antibacterial active compounds of the fungus Fomitopsis officinalis (Vill. ex Fr; Bond. et Singer). Annual Scientific Reports, vol 11. ICCT, Mongolian Academy of Sciences, Ulaanbaatar, pp 67–71 Naranmandakh Sh, Bayarmaa E, Undarmaa B, Brantner AH (2010) Antibacterial active compounds of the fungus Fomitopsis officinalis (Vill. ex Fr; Bond. et Singer). Annual Scientific Reports, vol 11. ICCT, Mongolian Academy of Sciences, Ulaanbaatar, pp 67–71
12.
go back to reference Banzragchgarav O, Murata T, Odontuya G, Buyankhishig B, Suganuma K, Davaapurev B, Inoue N, Batkhuu J, Sasaki K (2016) Trypanocidal activity of 2,5-diphenyloxazoles isolated from the roots of Oxytropis lanata. J Nat Prod 79:2933–2940CrossRef Banzragchgarav O, Murata T, Odontuya G, Buyankhishig B, Suganuma K, Davaapurev B, Inoue N, Batkhuu J, Sasaki K (2016) Trypanocidal activity of 2,5-diphenyloxazoles isolated from the roots of Oxytropis lanata. J Nat Prod 79:2933–2940CrossRef
13.
go back to reference Isaka M, Chinthanom P, Srichomthong K, Thummarukcharoen T (2017) Lanostane triterpenoids from fruiting bodies of the bracket fungus Fomitopsis feei. Tetrahedron Lett 58:1758–1761CrossRef Isaka M, Chinthanom P, Srichomthong K, Thummarukcharoen T (2017) Lanostane triterpenoids from fruiting bodies of the bracket fungus Fomitopsis feei. Tetrahedron Lett 58:1758–1761CrossRef
14.
go back to reference Kamo T, Asanoma M, Shibata H, Hirota M (2003) Anti-inflammatory lanostane-type triterpene acids from Piptoporus betulinus. J Nat Prod 66:1104–1106CrossRef Kamo T, Asanoma M, Shibata H, Hirota M (2003) Anti-inflammatory lanostane-type triterpene acids from Piptoporus betulinus. J Nat Prod 66:1104–1106CrossRef
15.
go back to reference Quang DN, Arakawa Y, Hashimoto T, Asakawa Y (2005) Lanostane triterpenoids from the inedible mushroom Fomitopsis spraguei. Phytochemistry 66:1656–1661CrossRef Quang DN, Arakawa Y, Hashimoto T, Asakawa Y (2005) Lanostane triterpenoids from the inedible mushroom Fomitopsis spraguei. Phytochemistry 66:1656–1661CrossRef
16.
go back to reference Hoet S, Pieters L, Muccioli GG, Habib-Jiwan JL, Opperdoes FR, Quetin-Leclercq J (2007) Antitrypanosomal activity of triterpenoids and sterols from the leaves of Strychnos spinosa and related compounds. J Nat Prod 70:1360–1363CrossRef Hoet S, Pieters L, Muccioli GG, Habib-Jiwan JL, Opperdoes FR, Quetin-Leclercq J (2007) Antitrypanosomal activity of triterpenoids and sterols from the leaves of Strychnos spinosa and related compounds. J Nat Prod 70:1360–1363CrossRef
17.
go back to reference Umeyama A, Ohta C, Shino Y, Okada M, Nakamura Y, Hamagaki T, Imagawa H, Tanaka M, Ishiyama A, Iwatsuki M, Otoguro K, Ōmura S, Hashimoto T (2014) Three lanostane triterpenoids with antitrypanosomal activity from the fruiting body of Hexagonia tenuis. Tetrahedron 70:8312–8315CrossRef Umeyama A, Ohta C, Shino Y, Okada M, Nakamura Y, Hamagaki T, Imagawa H, Tanaka M, Ishiyama A, Iwatsuki M, Otoguro K, Ōmura S, Hashimoto T (2014) Three lanostane triterpenoids with antitrypanosomal activity from the fruiting body of Hexagonia tenuis. Tetrahedron 70:8312–8315CrossRef
18.
go back to reference Suganuma K, Allamanda P, Hakimi H, Zhou M, Angeles JM, Kawazu S, Inoue N (2014) Establishment of ATP-based luciferase viability assay in 96-well plate for Trypanosoma congolense. J Vet Med Sci 76:1437–1441CrossRef Suganuma K, Allamanda P, Hakimi H, Zhou M, Angeles JM, Kawazu S, Inoue N (2014) Establishment of ATP-based luciferase viability assay in 96-well plate for Trypanosoma congolense. J Vet Med Sci 76:1437–1441CrossRef
19.
go back to reference Hirumi H, Hirumi K (1991) In vitro cultivation of Trypanosoma congolense bloodstream forms in the absence of feeder cell layers. Parasitology 102:225–236CrossRef Hirumi H, Hirumi K (1991) In vitro cultivation of Trypanosoma congolense bloodstream forms in the absence of feeder cell layers. Parasitology 102:225–236CrossRef
Metadata
Title
Lanostane triterpenoids from Fomitopsis officinalis and their trypanocidal activity
Authors
Shinen Naranmandakh
Toshihiro Murata
Batsukh Odonbayar
Keisuke Suganuma
Javzan Batkhuu
Kenroh Sasaki
Publication date
01-03-2018
Publisher
Springer Singapore
Published in
Journal of Natural Medicines / Issue 2/2018
Print ISSN: 1340-3443
Electronic ISSN: 1861-0293
DOI
https://doi.org/10.1007/s11418-018-1182-1

Other articles of this Issue 2/2018

Journal of Natural Medicines 2/2018 Go to the issue