Sesquiterpenoids from the Resinous Exudates of <i>Commiphora opobalsamum</i> (Burseraceae)

Shen, Tao; Wan, Wen-Zhu; Wang, Xiaoning; Sun, Libo; Yuan, Huipin; Wang, Xiaoling; Ji, Mei; Lou, Hongxiang

doi:10.1002/hlca.200890092

Cited by 25 publications

(13 citation statements)

References 15 publications

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“…Therefore, compound 10 was elucidated and named myrrhterpenoid J. By comparing their physical and spectroscopic data with those reported in the literature, the known furanosesquiterpenes were identified as rel-(1S,2S,4R)-1,2-epoxyfuranogermacr-10(15)-en-6-one (11) [12], rel-2R-methoxy-5S-acetoxy-4R-furano-germacr-1(10)Z-en-6-one (12) [25]. The neuroprotective effects of eighteen furanosesquiterpenes against MPP + -induced neuronal cell death in dopaminergic neuroblastoma SH-SY5Y cells were assessed [33].…”

Section: Resultsmentioning

confidence: 90%

Sesquiterpenoids from the Resinous Exudates ofCommiphora myrrhaand Their Neuroprotective Effects

Guo

et al. 2011

Planta Med

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The optical rotations were measured in CH 2 Cl 2 , using an Autopal IV automatic polarimeter made by Autopal Industries Limited Company. The IR spectra were taken on a Bio-Rad FTS 6000 Fourier transform infrared (FTIR) spectrometer with KBr discs. The ESIMS spectra were obtained on a LCQ-Advantage mass spectrometer made by Finnigan Company. HRESIMS spectra were taken by an Ionspec 7.0 T FTICR MS. 1D and 2D NMR spectra were recorded on a Bruker AV 400 instrument (400 MHz for 1 H and 100 MHz for 13 C) with TMS as an internal standard. HPLC separations were performed on a CXTH system (Beijing Chuangxintongheng instrument Co. Ltd.), equipped with a UV3000 detector at 210 nm and an YMC-pack ODS-AM column (20 × 250 mm, i.d.). Silica gel (200-300 meshes; Qingdao Marine Chemical Group Co. Ltd.) was used for column chromatography. Chemical reagents for isolation were analytical grade and purchased from Tianjin Yuanli Chemical Co. Ltd. Guanosine (purity: 97%, positive control) was purchased from Genview Company, and other biological reagents were from Sigma. The purity (%) of all isolated compounds ranged from 8797% as assessed by analytical HPLC. Human dopaminergic SH-SY5Y cells were obtained from the American Type Culture Collection (ATCC).

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Section: Resultsmentioning

confidence: 90%

Sesquiterpenoids from the Resinous Exudates ofCommiphora myrrhaand Their Neuroprotective Effects

Guo

et al. 2011

Planta Med

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“…S1), since the first isolation of furanosesquiterpenoid from C. molmol (Brieskorn and Noble, 1980). The discovery of sesquiterpenoid lactones, identified to be germacranolide (1), eudesmanolides (2 and 3), elemanolide (4), guaianolide (5), and cadinanolide (6 and 7) from the resin of C. opobalsamum and C. myrrha, is the major phytochemical advance of this genus in recent years (Shen et al, 2007(Shen et al, , 2008a(Shen et al, , 2009Xu et al, 2011a,b).…”

Section: Monoterpenoids Sesquiterpenoids and Volatile Oilmentioning

confidence: 99%

The genus Commiphora: A review of its traditional uses, phytochemistry and pharmacology

Shen

Wang

et al. 2012

Journal of Ethnopharmacology

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217

161

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“…The other compounds, typical for C. opobalsamum -5β,10α-hydroxy-2α-methoxy-6-oxoguaia-7(11),8-dien-8,12-olide, and 2α-methoxy-6-oxogermacra-1(10),7(11)-dien-8,12-olide (Shen et al 2008a ), cycloartane-24-ene-1α,2α,3β-triol (Shen et al 2008b ), guaia-6α,7α-epoxy-4α,10α-diol (Shen et al 2007 ), cycloartane-24-ene-1α,2α,3β-triol-1,2-acetonide, 1β, 8β-epoxy-2α-methoxy-6-oxogermacra-9(10), 7(11)-dien-8,12-olide, and ent-4(15)-eudesmene-1β,6α-diol (Yang and Shi 2012 ) -are in Fig. 2 .…”

Section: Apharsemonmentioning

confidence: 99%

RETRACTED CHAPTER: Apharsemon, Myrrh and Olibanum: Ancient Medical Plants

Ben-Yehoshua

Hanŭs

2014

Medicinal and Aromatic Plants of the World

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Among the most reputed ancient medical plants were the: olibanumfrankincense, derived from Boswellia spp., myrrh, derived from Commiphoras spp., both from southern Arabia and the Horn of Africa, and apharsemon of Judea, derived from Commiphora gileadensis that had its origin also in these territories. The demand for these medical plants that were also important spices was met by scarce and limited sources of supply. The incense trade and trade routes were developed to carry this precious cargo over long distances through many countries to the important foreign markets of Egypt, Mesopotamia, Persia, Greece, and Rome. The export of the frankincense and myrrh made Arabia extremely wealthy, so much so that Theophrastus, Strabo, and Pliny all referred to it as Felix (fortunate) Arabia . At present, this export hardly exists, and the spice trade has declined to around 1,500 t, coming mainly from Somalia; both Yemen and Saudi Arabia import rather than export these frankincense and myrrh.Apharsemon, known also as the Judaean balsam, grew only around the Dead Sea Basin in antiquity and achieved fame by its highly reputed aroma and medical properties but has been extinct in this area for many centuries. The resin of this crop was sold, by weight, at a price twice that of gold, the highest price ever paid for an agricultural commodity. This crop was an important source of income for the many rulers of ancient Judea; the farmers' guild that produced the apharsemon survived over 1,000 years. Currently there is interest in a revival based on related plants of similar origin. These three ancient plants now are under investigation in many countries for medicinal uses. Many publications and patents on these three plants appeared in recent years.

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Sesquiterpenoids from the Resinous Exudates of Commiphora opobalsamum (Burseraceae)

Cited by 25 publications

References 15 publications

Sesquiterpenoids from the Resinous Exudates ofCommiphora myrrhaand Their Neuroprotective Effects

Sesquiterpenoids from the Resinous Exudates ofCommiphora myrrhaand Their Neuroprotective Effects

The genus Commiphora: A review of its traditional uses, phytochemistry and pharmacology

RETRACTED CHAPTER: Apharsemon, Myrrh and Olibanum: Ancient Medical Plants

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