Daphnin

Ethylene Induction of Non-Enzymatic Metabolic Antioxidants in Matricaria chamomilla.[Pubmed:33287420]

Molecules. 2020 Dec 3;25(23). pii: molecules25235720.

Phytochemical investigations of Matricaria chamomilla L. (Asteraceae) stated the presence of several compounds with an established therapeutic and antioxidant potential. The chamomile non-enzymatic antioxidant system includes low molecular mass compounds, mainly polyphenols such as cinnamic, hydroxybenzoic and chlorogenic acids, flavonoids and coumarins. The objective of this work was to evaluate the role of the non-enzymatic antioxidant system after stimulation by ethylene in tetraploid chamomile plants. Seven days of ethylene treatment significantly increased the activity of phenylalanine ammonia-lyase, which influenced the biosynthesis of protective polyphenols in the first step of their biosynthetic pathway. Subsequently, considerable enhanced levels of phenolic metabolites with a substantial antioxidant effect (syringic, vanillic and caffeic acid, 1,5-dicaffeoylquinic acid, quercetin, luteolin, Daphnin, and herniarin) were determined by HPLC-DAD-MS. The minimal information on the chlorogenic acids function in chamomile led to the isolation and identification of 5-O-feruloylquinic acid. It is accumulated during normal conditions, but after the excessive effect of abiotic stress, its level significantly decreases and levels of other caffeoylquinic acids enhance. Our results suggest that ethephon may act as a stimulant of the production of pharmaceutically important non-enzymatic antioxidants in chamomile leaves and thus, lead to an overall change in phytochemical content and therapeutic effects of chamomile plants, as well.

Coumarins of Matricaria chamomilla L.: aglycones and glycosides.[Pubmed:23768326]

Food Chem. 2013 Nov 1;141(1):54-9.

The identity and quantity of coumarin-like compounds in leaves and anthodia of Matricaria chamomilla L. were studied by LC-DAD and NMR. So far, two monosubstituted coumarins, herniarin and umbelliferone, and two herniarin precursors were identified therein. In this paper, two other coumarin glycosides and one aglycone were confirmed. Skimmin (umbelliferone-7-O-beta-d-glucoside), Daphnin (daphnetin-7-O-beta-d-glucoside) and daphnetin (7,8-dihydroxycoumarin) were found for the first time in diploid and tetraploid leaves and anthodia of M. chamomilla L. Daphnetin is known as a strong sensitizer, so this compound and its glycosidic derivative can contribute to the allergic potential of chamomile. Commercial chamomile preparations were tested for their presence.

[Study on the chemical constituents of Chloranthus multistachys].[Pubmed:23320357]

Zhong Yao Cai. 2012 Aug;35(8):1254-6.

OBJECTIVE: To isolate and identify the chemical constituents of the root of Chloranthus multistachys Pei. METHODS: The compounds were isolated by column chromatography, semi-preparative thin layer chromatography and related techniques, their structures were elucidated through spectroscopic analyses. RESULTS: Nine compounds were isolated and identified as: lupeol (I), cycloeucalenol (II), isofragidin (III), Daphnin (IV), umbelliferone (V), palmitic acid (VI), stigmasterol (VII), beta-sitosterol (VIII), beta-daucosterol (IX). CONCLUSION: Except VI, all compounds are isolated from this plant for the first time.

Investigation the interaction of Daphnin with human serum albumin using optical spectroscopy and molecular modeling methods.[Pubmed:22634418]

Spectrochim Acta A Mol Biomol Spectrosc. 2012 Sep;95:252-7.

The interaction between Daphnin with human serum albumin has been studied for the first time by spectroscopic methods including fluorescence quenching technology, circular dichroism (CD) spectroscopy and Fourier transform infrared (FT-IR) spectroscopy under simulative physiological conditions. The results of fluorescence titration revealed that Daphnin can quench the intrinsic fluorescence of HSA by static quenching and there is a single class of binding site on HSA. In addition, the studies of CD spectroscopy and FT-IR spectroscopy showed that the protein secondary structure changed with increases of alpha-helices at the drug to protein molar ratio of 2. Furthermore, the thermodynamic functions DeltaH(0) and DeltaS(0) for the reaction were calculated to be 11.626 kJ mol(-1) and 118.843 J mol(-1)K(-1) according to Van't Hoff equation. The thermodynamic parameters (DeltaH(0) and DeltaS(0)) and the molecular modeling study indicated that hydrophobic force played an important role to stabilize the Daphnin-HSA complex, and Daphnin could bind within the subdomain IIA of the HSA.

Coumarin glucosides from Cruciata taurica.[Pubmed:11830165]

Phytochemistry. 2002 Feb;59(4):447-50.

Two new coumarin glycosides (1 and 2) along with two known coumarin glucosides, Daphnin (3) and daphnetin glucoside (4) were isolated from the aerial parts of Cruciata taurica. The structures of the new compounds were elucidated by spectral methods and chemical means as 7-O-(6' -acetoxy-beta-D-glucopyranosyl)-8-hydroxycoumarin (1) and 7-O-[6 '-O-(3'',4''-dihydroxycinnamoyl)-beta-D-glucopyranosyl]-8-hydroxycoumarin (2). The phylogenetic significance of coumarins in C. taurica was discussed.

Antimicrobial evaluation of coumarins and flavonoids from the stems of Daphne gnidium L.[Pubmed:11515721]

Phytomedicine. 2001 Jul;8(4):302-5.

The antimicrobial activity of stems methanol extract from Daphne gnidium L. collected from Sardinia (Italy) was evaluated against 6 strains of standard and clinical isolated gram (+/-) bacteria. The antimicrobial effect on two strains of fungi was also tested. The extract in toto exhibited antibacterial activity against Bacillus lentus and Escherichia coli, but was inactive against fungi. Four coumarins (daphnetin, Daphnin, acetylumbelliferone, daphnoretin) and seven flavonoids (luteolin, orientin, isoorientin, apigenin-7-O-glucoside, genkwanin, 5-O-beta-D-primeverosyl genkwanine, 2,5,7,4'-tetrahydroxyisoflavanol) present in the plant extract were also investigated against the same strains of bacteria and fungi assayed for the crude extract. The most active compounds were daphnetin, genkwanin, and 2,5,7,4'-tetrahydroxyisoflavanol.