Bioactive Constituents from the Bryophyta Hypnum plumaeforme.
Hypnum plumaeforme
allelochemical
antifungal activity
secondary metabolites
Journal
Chemistry & biodiversity
ISSN: 1612-1880
Titre abrégé: Chem Biodivers
Pays: Switzerland
ID NLM: 101197449
Informations de publication
Date de publication:
Dec 2020
Dec 2020
Historique:
received:
08
07
2020
accepted:
22
10
2020
pubmed:
25
10
2020
medline:
24
6
2021
entrez:
24
10
2020
Statut:
ppublish
Résumé
Chemical investigation of the secondary metabolites of the whole plant of bryophyte Hypnum plumaeforme Wilson led to the isolation of a new pimarane-type diterpenoid, momilactone F (1), along with seventeen known compounds. Their chemical structures were elucidated based on massive spectroscopic data. The allelopathic and antifungal properties were evaluated. Among them, momilactone F (1), acrenol (2),
Identifiants
pubmed: 33098214
doi: 10.1002/cbdv.202000552
doi:
Types de publication
Journal Article
Langues
eng
Sous-ensembles de citation
IM
Pagination
e2000552Subventions
Organisme : National Natural Science Foundation of China
ID : 21402100
Organisme : Natural Science Project of Nantong Science and Technology Board
ID : JC2018122
Informations de copyright
© 2020 Wiley-VHCA AG, Zurich, Switzerland.
Références
M. Toyota, K. Masuda, Y. Asakawa, ‘Triterpenoid constituents of the moss Floribundaria aurea subsp. Nipponica’, Phytochemistry 1998, 48, 297-299.
Y. Saritas, M. M. Sonwa, H. Iznaguen, W. A. König, H. Muhle, R. Mues, ‘Volatile constituents in mosses (Musci)’, Phytochemistry 2001, 57, 443-457.
C. F. Xie, H. X. Lou, ‘Secondary metabolites in bryophytes: an ecological aspect’, Chem. Biodiversity 2009, 6, 303-312.
Z.-M. Lin, Y.-X. Guo, S.-Q. Wang, X.-N. Wang, W.-Q. Chang, J.-C. Zhou, H. Yuan, H. Lou, ‘Diterpenoids from the Chinese liverwort Heteroscyphus tener and their antiproliferative effects’, J. Nat. Prod. 2014, 77, 1336-1344.
X. N. Wang, W. T. Yu, H. X. Lou, ‘Antifungal constituents from the Chinese moss Homalia trichomanoides’, Chem. Biodiversity 2005, 2, 139-145.
N. Liu, S. Wang, H. Lou, ‘A new pimarane-type diterpenoid from moss Pseudoleskeella papillosa (Lindb.) Kindb’, Acta Pharm. Sin. B 2012, 2, 256-259.
Y. Yang, Y. Yang, H. Wang, L. Zhao, S. Mamtimin, J. Li, ‘Study on anti-hepatocarcinoma effects of ethanol extracts from Hypnum plumaeforme and Polytrichum juniperinum in vitro’, Mol. Plant Breed. 2019, 17, 3073-3079.
H. Nozaki, K. Hayashi, N. Nishimura, H. Kawaide, A. Matsuo, D. Takaoka, ‘Momilactone A and B as allelochemicals from moss Hypnum plumaeforme: first occurrence in bryophytes’, Biosci. Biotechnol. Biochem. 2007, 71, 3127-3130.
E. Wenkert, P. Ceccherelli, M. S. Raju, J. Polonsky, M. Tingoli, ‘Carbon-13 nuclear magnetic resonance spectroscopy of naturally occurring substances. 61. The C(15) configuration of naturally occurring pimarene-15,16-diols’, J. Org. Chem. 1979, 44, 146-148.
H. Lyu, W. Liu, S. Xu, Y. Shan, X. Feng, Y. Chen, ‘Two 9,10-syn-pimarane diterpenes from the roots of Lonicera macranthoides’, Phytochem. Lett. 2018, 25, 175-179.
I. B. Graebner, M. A. Mostardeiro, E. M. Ethur, R. A. Burrow, E. C. S. Dessoy, A. F. Morel, ‘Diterpenoids from Humirianthera ampla’, Phytochemistry 2009, 53, 955-959.
J.-B. Gao, S.-J. Yang, Z.-R. Yan, X.-J. Zhang, D.-B. Pu, L.-X. Wang, X.-L. Li, R.-H. Zhang, W.-L. Xiao, ‘Isolation, Characterization and structure-activity relationship analysis of abietane diterpenoids from Callicarpa bodinieri as spleen tyrosine kinase inhibitors’, J. Nat. Prod. 2018, 81, 996-1008.
R. Tanaka, H. Ohtsu, S. Matsunaga, ‘Abietane diterpene acids and other constituents from the leaves of Larix kaempferi’, Phytochemistry 1997, 46, 1051-1057.
X.-W. Yang, S.-M. Li, L. Feng, Y.-H. Shen, J.-M. Tian, X.-H. Liu, H.-W. Zeng, C. Zhang, W.-D. Zhang, ‘Abiesanordines A - N: fourteen new norditerpenes from Abies georgei’, Tetrahedron 2008, 64, 4354-4362.
N. Muto, T. Tomokuni, M. Haramoto, H. Tatemoto, T. Nakanishi, Y. Inatomi, H. Murata, A. Inada, ‘Isolation of apoptosis- and differentiation-inducing substances toward human promyelocytic leukemia HL-60 cells from leaves of Juniperus taxifolia’, Biosci. Biotechnol. Biochem. 2008, 72, 477-484.
M. Inoue, S. Hasegawa, Y. Hirose, ‘Terpenoids from the seed of Platycladus orientalis’, Phytochemistry 1985, 27, 1602-1604.
P.-C. Kuo, H.-Y. Hung, C.-W. Nian, T.-L. Hwang, J.-C. Cheng, D.-H. Kuo, E.-J. Lee, S.-H. Tai, T.-S. Wu, ‘Chemical constituents and anti-inflammatory principles from the fruits of Forsythia suspensa’, J. Nat. Prod. 2017, 80, 1055-1064.
Y. Fu, X. Y. Ding, X. Zhang, X. Shao, J. Zhao, Y. C. Xu, X. Luo, W. Zhao, ‘Diterpenoids from the root bark of Pinus massoniana and evaluation of their phosphodiesterase type 4D inhibitory activity’, J. Nat. Prod. 2020, 83, 1229-1237.
T. Feng, X.-H. Cai, Q.-G. Tan, X.-D. Luo, ‘Abietane diterpenoids and a lignin from Pinus yunnanensis’, Z. Naturforsch. B 2010, 65, 765-769.
M. Kawaguchi, M. Satake, B.-T. Zhang, Y.-Y. Xiao, M. Fukuoka, H. Uchida, H. Nagai, ‘Neo-aplysiatoxin A isolated from Okinawan cyanobacterium Moorea Producens’, Molecules 2020, 25, 457-433.
J. R. Turbitt, K. L. Colson, K. B. Killday, A. Milstead, C. C. Neto, ‘Application of 1H-NMR-based metabolomics to the analysis of cranberry (Vaccinium macrocarpon) supplements’, Phytochem. Anal. 2019, 1-13.
C.-Y. Chen, W.-B. Han, H.-J. Chen, Y. Wu, P. Gao, ‘Optically active monoacylglycerols: synthesis and assessment of purity’, Eur. J. Org. Chem. 2013, 20, 4311-4318.
E. Brinkmeier, H. Gerger, H. D. Zinsmeister, ‘The cooccurrence of different biflavonoid types in Pilotrichella flexilis’, Z. Naturforsch. C 2000, 55, 866-869.
C.-Z. Gu, X.-M. Xia, J. Lv, J.-W. Tan, S. R. Baerson, Z.-Q. Pan, Y.-Y. Song, R.-S. Zeng, ‘Diterpenoids with herbicidal and antifungal activities from hulls of rice (Oryza sativa)’, Fitoterapia 2019, 136, 104183.
A. Favaretto, C. L. Cantrell, F. R. Fronczek, S. O. Duke, D. E. Wedge, A. Ali, S. M. Scheffer-basso, ‘New phytotoxic cassane-like diterpenoids from Eragrostis plana’, J. Agric. Food Chem. 2019, 67, 1973-1981.
L. Wei, M. Yang, L. Huang, J. L. Li, ‘Antibacterial and antioxidant flavonoid derivatives from the fruits of Metaplexis japonica’, Food Chem. 2019, 289, 308-312.