Antiviral Furanosesquiterpenes from <i>Commiphora erythraea</i>

Cenci, Elio; Messina, Federica; Rossi, E.; Epifano, Francesco; Marcotullio, Maria Carla

doi:10.1177/1934578x1200700201

Cited by 12 publications

(16 citation statements)

References 12 publications

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“…The methanolic extract (M) of C. erythraea showed antiviral activity against parainfluenza virus type-3 (PIV 3) [37]. The activity was evaluated by a plaque forming units (PFU) reduction test in HEp cells (Table 3).…”

Section: Phytochemistry Of Commiphora Erythraeamentioning

confidence: 99%

Phytochemistry of Commiphora erythraea: A Review

Marcotullio

Rosati

Lanari

2018

Natural Product Communications

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Commiphora erythraea (Burseraceae) resin derives from the bark injury of the plant, a small tree native to the Arabian Peninsula. The resin is commonly known as myrrh and it is traditionally used to protect livestock from ticks and to treat diseases related to inflammation. The resin is constituted by a volatile and a non-volatile fraction. The volatile fraction is a source of furanosesquiterpenoids among which furanodienone showed to be the most promising pharmacological active compound. The composition and pharmacological activities of the extracts and the isolated compounds have been reviewed.

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Section: Phytochemistry Of Commiphora Erythraeamentioning

confidence: 99%

Phytochemistry of Commiphora erythraea: A Review

Marcotullio

Rosati

Lanari

2018

Natural Product Communications

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“…Oxygenated furanoterpenoids are reported constituents of C. myrrha but also of other related Commiphora species, including C. sphaeorocarpa [17], C. erythreaea [21,22], C. opobalsamum [23,24], and C. holtziana [25]. The presence of the compounds here isolated in at least four of the analyzed extracts shows nonetheless that, in spite of the authenticity of the botanical source, 6-oxofuranoterpenoids are commonly found in commercial C. myrrha sources.…”

Section: Discussionmentioning

confidence: 70%

Identification of Potential Skin Sensitizers in Myrrh

et al. 2019

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The exudate of Commiphora myrrha (myrrh) has been known for centuries as one of the most popular natural skin remedies. The characterization and safety assessment of myrrh ingredients are challenging due to the chemical variability of commercially available sources, as well as potential adulteration. Human and animal data have reported potential concerns about myrrh as a skin sensitizer, although no specific chemical entity has been identified as a potential culprit yet. In the present work, the in chemico high-throughput method using dansylated cysteamine (HTS-DCYA) was applied to extract and fractions of myrrh samples in an attempt to identify potential skin sensitizers. Nine oxo-furanogermacranes and the sesquiterpenoid alismol were isolated as major constituents. Five of the compounds were identified as weakly to moderately reactive in HTS-DCYA and could therefore trigger the molecular initiating event leading to skin sensitization. The reactive compounds were identified as 6-oxofuranodienones (2 and 5) and methoxyfuranogermacrenones (7 and 9). The reaction adducts of 2 with DCYA was confirmed by HPLC-DAD-MS and by HPLC-MS/MS experiments. A comparison of the chemical profile of myrrh samples available in-house confirmed a certain degree of chemical variability, with compounds 1, 7, and 9 occurring in four of the six samples.

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“…Moreover, the methanol extracts of C. molmol, Commiphora parvifolia Engl., and Commiphora erythraea Engl. have been reported to have activities against hepatitis C [18], herpes virus type 1 [19], and parainfluenza type 3 virus [20], respectively. The compounds responsible for these activities appear to be terpenoids as the main chemical constituents of the methanol of C. parvifolia are triterpenoids [19], while the active fractions of the methanol extract of C. erythraea are furanosesquiterpenoids [17].…”

Section: Discussionmentioning

confidence: 99%

Virucidal Effect of Guggulsterone Isolated from Commiphora gileadensis

et al. 2019

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Commiphora gileadensis, locally known as becham, is a plant used in traditional Arabian medicine for treating headache, constipation, stomach, joint pain, and inflammatory disorders. Several studies have reported its antibacterial properties; however, no study has demonstrated its antiviral activity. This study aimed to evaluate the antiviral activity of C. gileadensis as well as to isolate its active compound and investigate its mode of action. This activity was evaluated using 4 viruses, herpes simplex virus type 2 (HSV-2), respiratory syncytial virus type B (RSV-B), coxsackie virus B type 3, and adenovirus type 5 by performing the plaque reduction assay and the 3-(4,5-Dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide assays for enveloped and nonenveloped viruses, respectively. The methanol extract of C. gileadensis leaves only showed antiviral activity against enveloped viruses with a selectivity index of 11.19 and 10.25 for HSV-2 and RSV-B, respectively. The study of the mechanism underlying antiviral activity demonstrated a virucidal effect by direct contact with these target viruses. The active compound, isolated using bio-guided assays involving TLC, was identified as guggulsterone by HPLC-diode array detection coupled with electrospray ionization mass spectrometry. Guggulsterone is an antagonist of the bile acid receptor and a modulator of cholesterol metabolism; however, its antimicrobial properties have been reported for the first time in this study.

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Antiviral Furanosesquiterpenes from Commiphora erythraea

Cited by 12 publications

References 12 publications

Phytochemistry of Commiphora erythraea: A Review

Phytochemistry of Commiphora erythraea: A Review

Identification of Potential Skin Sensitizers in Myrrh

Virucidal Effect of Guggulsterone Isolated from Commiphora gileadensis

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