Čes. slov. farm. 2021, 70(6):206-209 | DOI: 10.5817/CSF2021-6-206
Phenylpropanoids and flavonoid from Helichrysum petiolare Hilliard & B. L. Burtt
- 1 Masarykova univerzita, Veterinární a farmaceutická univerzita, Farmaceutická fakulta, Ústav přírodních léčiv, Brno
- 2 Institut klinické a experimentální medicíny, Praha, Ústavní lékárna
- 3 Masarykova univerzita Brno, Veterinární a farmaceutická univerzita, Farmaceutická fakulta, Ústav molekulární farmacie
The phytochemical analysis of a methanolic extract from Helichrysum petiolare Hilliard & B. L. (Asteraceae) confirmed the content of phenylpropanoids and flavonoids. Five secondary metabolites were isolated using preparative HPLC, namely coumarin scopolin (
1), 3-chlorogenic acid (
2), caffeic acid-hexose derivative (
3), dicaffeoylquinic acid (
5), and the flavonoid isoquercitrin (
4). These compounds were identified from this species for the first time. Only dicaffeoylquinic acid was able to inhibit Escherichia coli CCM 7929 at the concertation of 512 μg ∙ mL-1 in a screening of antibacterial activity.
Keywords: HPLC; antibacterial activity; Helichrysum petiolare; plant phenols
Received: September 23, 2021; Accepted: November 4, 2021; Published: June 1, 2021 Show citation
ACS | AIP | APA | ASA | Harvard | Chicago | Chicago Notes | IEEE | ISO690 | MLA | NLM | Turabian | Vancouver |
References
- Lourens A. C. U., Viljoen A. M., van Heerden F. R. South African Helichrysum species: A review of the traditional uses, biological activity and phytochemistry, J. Ethnopharmacol. 2008; 119, 630-652.
Go to original source...
Go to PubMed...
- Albayraka S., Aksoy A., Sagdic O., Hamzaoglu E. Compositions, antioxidant and antimicrobial activities of Helichrysum (Asteraceae)species collected from Turkey. Food Chem. 2010; 119, 114-122.
Go to original source...
- Czinner E., Hagymási K., Blázovics A., Kéry A., Szöke E., Lemberkovics E. In vitro antioxidant properties of Helichrysum arenarium (L.) Moench. J. Ethnopharmacol. 2000; 73, 437-443.
Go to original source...
Go to PubMed...
- Jakupovic J., Zdero C., Grenz M., Tsichritzis F., Lehmann L., Hashemi-Nejad S. M., Bohlmann F. Twenty-one acylphloroglucinol and further constituents from South African Helichrysum species. Phytochem. 1989; 28, 1119-1131.
Go to original source...
- Ncube N. S., Afolayan A. J., Okoh A. Assessment techniques of antimicrobial properties of natural compounds of plant origin: Current Methods and Future Trends. African J. Biotechnol. 2008; 7, 1797-1806.
Go to original source...
- Abdelhamid A. G., Essam A., Hazza M.M. Cell free preparations of probiotics exerted antibacterial and antibiofilm activities against multidrug resistant E. coli. Saudi Pharm. J. 2018; 26, 603-607.
Go to original source...
Go to PubMed...
- Schwalbe R., Steele-Moore L., Goodwin A. C. Antimicrobial Susceptibility Testing Protocols. CRC Press 2007, 75-79.
Go to original source...
- Bayoumi S. A. L., Rowan M. G., Blagbrough I. S., Beeching J. R. Biosynthesis of scopoletin and scopolin in cassava roots during post-harvest physiological deterioration: The E-Z-isomerisation stage. Phytochemistry 2008; 69, 2928-2936.
Go to original source...
Go to PubMed...
- Morikawa T., Wang L.-B., Nakamura S., Ninomiya K., Yokoyama E., Matsuda H., Muraoka O., Wu L.-J., Yoshikawa M. Medicinal flowers. New flavanone and chalcone glycosides, Arenariumosides I, II, III, and IV, and tumor necrosis factor-α inhibitors from Everlasting, flowers of Helichrysum arenarium. Chem. Pharm. Bull. 2009; 57, 361-367.
Go to original source...
Go to PubMed...
- Clifford M. N., Johnston K. L., Knight S., Kuhnert N. Hierarchical scheme for LC-MSn identification of chlorogenic acids. J. Agric. Food Chem. 2003; 51, 2900-2911.
Go to original source...
Go to PubMed...
- Wu Z.-J., Ma X.-L., Fang D.-M., Qi H.-Y., Ren W.-J., Zhang G.-L. Analysis of Caffeic Acid Derivatives from Osmanthus Yunnanensis Using Electrospray Ionization Quadrupole Time-of-Flight Mass Spectrometry. Eur. J. Mass Spectrom. 2009; 15, 415-429.
Go to original source...
Go to PubMed...
- Gouveia S. C., Castilho P. C. Characterization of phenolic acid derivatives and flavonoids from different morphological parts of Helichrysum obconicum by a RP- -HPLC-DAD-(-)-ESI-MSn method. Food Chemistry 2011; 129, 333-344.
Go to original source...
Go to PubMed...
- Carlotto J., da Silva L. M., Dartora N., Maria-Ferreira D., de A. Sabry D., Filho A. P. S., de Paula Werner M. F., Sassaki G. L., Gorin P. A. J., Iacomini M., Cipriani T. R., de Souza L. M. Identification of a dicaffeoylquinic acid isomer from Arctium lappa with a potent anti-ulcer activity. Talanta 2015; 135, 50-57.
Go to original source...
Go to PubMed...
- Lou Z., Wang H., Zhu S., Ma Ch., Wang Z. Antibacterial Activity and Mechanism of Action of Chlorogenic Acid. J. Food Sci. 2011; 76, 398-403.
Go to original source...
Go to PubMed...
- Han J., Lv Q. Y., Jin S. Y., Zhang T. T., Jin S. X., Li X. Y., Yuan H. L. Comparison of anti-bacterial activity of three types of di-O-caffeoylquinic acids in Lonicera japonica flowers based on microcalorimetry. Chin. J. Nat. Med. 2014; 12, 108-113.
Go to original source...
Go to PubMed...
- Scott G., Springfield E. P., Coldrey N. A pharmacognostical study of 26 South African plant species used as traditional medicines. Pharm. Biol. 2004; 42, 186-213.
Go to original source...