Skip to main content
Erschienen in: Journal of Natural Medicines 2/2013

01.04.2013 | Original Paper

New mirsinane-type diterpenes from Euphorbia microsciadia Boiss. with inhibitory effect on VEGF-induced angiogenesis

verfasst von: Syed Mustafa Ghanadian, Abdul Majid Ayatollahi, Suleiman Afsharypuor, Shaghayegh Haghjooy Javanmard, Nasim Dana

Erschienen in: Journal of Natural Medicines | Ausgabe 2/2013

Einloggen, um Zugang zu erhalten

Abstract

Euphorbia microsciadia (Euphorbiaceae) is a perennial plant growing in Iran. Two new cyclomyrsinol esters, 3-O-propionyl-5, 10, 14-O-triacetyl-8-O-(2′-methyl-butanoyl)-cyclomyrsinol (1) and 3, 5, 10, 14, 15-O-pentaacetyl-8-O-isobutanoyl-cyclomyrsinol (2) were isolated from the methanolic extract of its dried aerial parts. The structures were elucidated based on 13C- and 1H-NMR as well as 2D-NMR, IR and different MS spectra. Anti-angiogenic activity was also evaluated on vascular endothelium growth factor (VEGF)-induced angiogenesis in cultured human umbilical vein endothelial cells in vitro by assessing capillary-like tube network formation.
Literatur
1.
Zurück zum Zitat Appendino G, Jakupovic S, Tron CG, Jakupovic J, Milon V, Ballero M (1998) Macrocyclic diterpenoids from Euphorbia semiperfoliata. J Nat Prod 61:749–756PubMedCrossRef Appendino G, Jakupovic S, Tron CG, Jakupovic J, Milon V, Ballero M (1998) Macrocyclic diterpenoids from Euphorbia semiperfoliata. J Nat Prod 61:749–756PubMedCrossRef
2.
Zurück zum Zitat Ayatollahi AM, Ghanadian M, Mesaik MA, Omer MA, Afsharypuor S, Kobarfard F, Mirza-taheri M (2010) New myrsinane-type diterpenoids from Euphorbia aellenii Rech. f. with their immunomodulatory activity. J Asian Nat Prod Res 12:1020–1025PubMedCrossRef Ayatollahi AM, Ghanadian M, Mesaik MA, Omer MA, Afsharypuor S, Kobarfard F, Mirza-taheri M (2010) New myrsinane-type diterpenoids from Euphorbia aellenii Rech. f. with their immunomodulatory activity. J Asian Nat Prod Res 12:1020–1025PubMedCrossRef
3.
Zurück zum Zitat Ebn-e Sina A (1998) Ghanoon dar Teb, vol 5. Soroush, Tehran Ebn-e Sina A (1998) Ghanoon dar Teb, vol 5. Soroush, Tehran
4.
Zurück zum Zitat Hussain S, Slevin M, Mesaik MA, Choudhary MI, Elosta AH, Matou S, Ahmed N, West D, Gaffney J (2008) Cheiradone: a vascular endothelial cell growth factor receptor antagonist. BMC Cell Biol 29:7–9CrossRef Hussain S, Slevin M, Mesaik MA, Choudhary MI, Elosta AH, Matou S, Ahmed N, West D, Gaffney J (2008) Cheiradone: a vascular endothelial cell growth factor receptor antagonist. BMC Cell Biol 29:7–9CrossRef
5.
Zurück zum Zitat Tugues S, Koch S, Gualandi L, Li X, Claesson-Welsh L (2011) Vascular endothelial growth factors and receptors: anti-angiogenic therapy in the treatment of cancer. Mol Aspects Med 32:88–111PubMedCrossRef Tugues S, Koch S, Gualandi L, Li X, Claesson-Welsh L (2011) Vascular endothelial growth factors and receptors: anti-angiogenic therapy in the treatment of cancer. Mol Aspects Med 32:88–111PubMedCrossRef
6.
Zurück zum Zitat Viquar-Uddin A, Jassbi AR (1999) New diterpenoids from Euphorbia teheranica. J Nat Prod 62:1016–1018CrossRef Viquar-Uddin A, Jassbi AR (1999) New diterpenoids from Euphorbia teheranica. J Nat Prod 62:1016–1018CrossRef
7.
Zurück zum Zitat Wang H, Zhang X, Zhou Y, Peng S, Zhou D, Ding L (2008) Two new diterpenes from Euphorbia kansuensis. Fitoterapia 79:262–266PubMedCrossRef Wang H, Zhang X, Zhou Y, Peng S, Zhou D, Ding L (2008) Two new diterpenes from Euphorbia kansuensis. Fitoterapia 79:262–266PubMedCrossRef
8.
Zurück zum Zitat Li J, Xu L (2010) New cytotoxic myrsinane-type diterpenes from Euphorbia prolifera. Helv Chim Acta 93:746–1752CrossRef Li J, Xu L (2010) New cytotoxic myrsinane-type diterpenes from Euphorbia prolifera. Helv Chim Acta 93:746–1752CrossRef
9.
Zurück zum Zitat Ayatollahi AM, Ghanadian M, Afsharypuor S, Choudhary MI, Kobarfard F, Rahmati M (2010) Two new lathyrane type diterpenoids from Euphorbia aellenii. Fitoterapia 81:891–893PubMedCrossRef Ayatollahi AM, Ghanadian M, Afsharypuor S, Choudhary MI, Kobarfard F, Rahmati M (2010) Two new lathyrane type diterpenoids from Euphorbia aellenii. Fitoterapia 81:891–893PubMedCrossRef
10.
Zurück zum Zitat Arnaoutova I, Kleinman HK (2010) In vitro angiogenesis: endothelial cell tube formation on gelled basement membrane extract. Nat Protoc 5:628–635PubMedCrossRef Arnaoutova I, Kleinman HK (2010) In vitro angiogenesis: endothelial cell tube formation on gelled basement membrane extract. Nat Protoc 5:628–635PubMedCrossRef
11.
Zurück zum Zitat Niemisto A, Dunmire V, Yli-Harja O, Zhang W, Shmulevich I (2005) Robust quantification of in vitro angiogenesis through image analysis. IEEE Trans Med Imaging 24:549–553PubMedCrossRef Niemisto A, Dunmire V, Yli-Harja O, Zhang W, Shmulevich I (2005) Robust quantification of in vitro angiogenesis through image analysis. IEEE Trans Med Imaging 24:549–553PubMedCrossRef
12.
Zurück zum Zitat Scholz G, Pohl I, Genschow E, Klemm M, Spielmann H (1999) Embryotoxicity screening using embryonic stem cells in vitro: correlation to in vivo teratogenicity. Cells Tissues Organs 165:203–211PubMedCrossRef Scholz G, Pohl I, Genschow E, Klemm M, Spielmann H (1999) Embryotoxicity screening using embryonic stem cells in vitro: correlation to in vivo teratogenicity. Cells Tissues Organs 165:203–211PubMedCrossRef
13.
Zurück zum Zitat Ahmadvand D, Rahbarizadeh F, Jafari Iri-Sofla F, Namazi G, Khaleghi S, Geramizadeh B, Pasalar P, Karimi H, Aghaee Bakhtiari SH (2010) Inhibition of angiogenesis by recombinant VEGF receptor fragments. Lab Med 41:417–422CrossRef Ahmadvand D, Rahbarizadeh F, Jafari Iri-Sofla F, Namazi G, Khaleghi S, Geramizadeh B, Pasalar P, Karimi H, Aghaee Bakhtiari SH (2010) Inhibition of angiogenesis by recombinant VEGF receptor fragments. Lab Med 41:417–422CrossRef
Metadaten
Titel
New mirsinane-type diterpenes from Euphorbia microsciadia Boiss. with inhibitory effect on VEGF-induced angiogenesis
verfasst von
Syed Mustafa Ghanadian
Abdul Majid Ayatollahi
Suleiman Afsharypuor
Shaghayegh Haghjooy Javanmard
Nasim Dana
Publikationsdatum
01.04.2013
Verlag
Springer Japan
Erschienen in
Journal of Natural Medicines / Ausgabe 2/2013
Print ISSN: 1340-3443
Elektronische ISSN: 1861-0293
DOI
https://doi.org/10.1007/s11418-012-0686-3

Weitere Artikel der Ausgabe 2/2013

Journal of Natural Medicines 2/2013 Zur Ausgabe