Fingerprinting of strong spermatogenesis steroidal saponins in male flowers of<i>Phoenix dactylifera</i>(Date Palm) by LC-ESI-MS

Hamed, Arafa I.; Said, Ridha Ben; Al‐Ayed, Abdullah Sulaiman; Mołdoch, Jarosław; Mahalel, Usama A.; Mahmoud, Ayman M.; Elgebaly, Hassan A.; Pérez, Andy J.; Stochmal, Anna

doi:10.1080/14786419.2016.1274887

Cited by 19 publications

(5 citation statements)

References 17 publications

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“…To date, little phytochemical studies were reported for P. dactylifera male flowers [18]. The present work is focused on the analysis of the phenolic constituents of P. dactylifera male flowers as a novel rich source of phenolic acids, flavonoids and proanthocyanidins.…”

Section: Introductionmentioning

confidence: 99%

Tentative Characterization of Polyphenolic Compounds in the Male Flowers of Phoenix dactylifera by Liquid Chromatography Coupled with Mass Spectrometry and DFT

Said

Hamed

Mahalel

et al. 2017

IJMS

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133

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Phoenix dacylifera is an ancient palm species rich in (poly)phenols. These phenolic compounds were tentatively identified by using liquid chromatography coupled with ion spray mass spectrometry in tandem mode (LC/MS/MS) with negative ion detection. Negative identification of the compounds was based on their retention times and mass spectra in full scan mode (MS), and in different MS/MS modes. For the first time, complete hypothesis, and routs for both p-coumaroylshikimic acids (CoSA) and caffeoylshikimic acids (CSA) were suggested and confirmed by Density Fonctional Theory (DFT) study. Notably, of the 53 compounds characterized, 19 hydroxycinnamates derivatives were tentativelycharacterized in male flowers of date palm and 15 of them were recorded for the first time. In addition, five organic acids, six B-type proanthocyanidins, two anthocyanidin and 21 flavonoid derivatives have been tentatively characterized. Identification of B-type proanthocyanidins were based on the diagnostic ions resulting from heterocyclic ring fission (HRF) and retro-Diels-Alder (RDA) reaction of flavan-3-ol provided information on the hydroxylation pattern and the type of inter-flavan bond proanthocyanidins. The sequence of proanthocyanidins was detected through ions extracted from quinone methide (QM) cleavage of the inter-flavan bond.

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Section: Introductionmentioning

confidence: 99%

Tentative Characterization of Polyphenolic Compounds in the Male Flowers of Phoenix dactylifera by Liquid Chromatography Coupled with Mass Spectrometry and DFT

Said

Hamed

Mahalel

et al. 2017

IJMS

Self Cite

133

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“…BLASTP analysis against the Nr database in NCBI (National Center for Biotechnology Information) identified significant CYP90G6 homologs (>80% identity) from several monocot species including Dioscorea cayenensis , Phoenix dactylifera , Asparagus officinalis , and P. polyphylla . Indeed, these species are all known to produce diosgenin or diosgenin‐related compounds (Christ et al., 2019; Hamed et al., 2017; Sautour et al., 2004; Yi et al., 2019). No significant homologs (>60% identity) were found by tBLASTN search against our previously established T. foenum‐graecum transcriptome (Zhou et al., 2019) using either Dz CYP90G6 or Dz CYP90B71 as a query protein.…”

Section: Discussionmentioning

confidence: 99%

22R‐ but not 22S‐hydroxycholesterol is recruited for diosgenin biosynthesis

et al. 2021

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Diosgenin is an important compound in the pharmaceutical industry and it is biosynthesized in several eudicot and monocot species, herein represented by fenugreek (a eudicot), and Dioscorea zingiberensis (a monocot). Formation of diosgenin can be achieved by the early C22,16-oxidations of cholesterol followed by a late C26-oxidation. This study reveals that, in both fenugreek and D. zingiberensis, the early C22,16oxygenase(s) shows strict 22R-stereospecificity for hydroxylation of the substrates. Evidence against the recently proposed intermediacy of 16S,22S-dihydroxycholesterol in diosgenin biosynthesis was also found. Moreover, in contrast to the eudicot fenugreek, which utilizes a single multifunctional cytochrome P450 (TfCYP90B50) to perform the early C22,16-oxidations, the monocot D. zingiberensis has evolved two separate cytochrome P450 enzymes, with DzCYP90B71 being specific for the 22R-oxidation and DzCYP90G6 for the C16-oxidation. We suggest that the DzCYP90B71/DzCYP90G6 pair represent more broadly conserved catalysts for diosgenin biosynthesis in monocots.

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“…Therefore, the decreased TAC levels in the seminal plasma can be one of the causes of infertility. Hamed et al showed a positive relationship between sperm parameters and TAC capacity in seminal plasma (Hamed et al, 2017). In our study, decreased TAC levels in the CP group and its normal level in the SP group indicates the antioxidant effect of SP.…”

Section: Discussionmentioning

confidence: 99%

Protective effect of saponin on sperm DNA fragmentation of mice treated with cyclophosphamide

et al. 2021

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Reproduction, which is one of the main priorities of the World Health Organization, is the basis of human survival. There are many factors which can reduce or completely eliminate the reproductive potential and cause infertility occurs in 12%-15% of couples worldwide (Dimitriadis et al., 2017). Infertility rates in Iran have increased compared with the past, 20.2% of Iranian couples are infertile and 40% of cases are related to males' problems. It is estimated that 40%-90% of male infertility is due to abnormal sperm production. Many factors affect sperm function, the most important is the presence of free radicals (O'Flynn O'Brien et al., 2010).Normally, there is a balance between the production of free radicals in the body and the antioxidant defence system. However, exposure to agents such as toxins and environmental pollutants, drugs such as chemotherapy agents like CP, increases the production of free radicals in the body and the imbalance between free radicals and the antioxidant defence system which is called oxidative stress, leads to tissue damage (Abd El Tawab et al., 2014;Arena et al., 2018). Oxidative stress results in lipid peroxidation in the sperm membrane that lead to a decrease in the sperm motility and quality (Sadaghiani et al., 2020).According to studies, despite the great importance of CP, several reproductive problems such as azoospermia, oligospermia, atrophy of seminiferous tubules and low serum testosterone levels have been observed (Akomolafe & Aluko, 2020). Although the exact mechanism of CP-induced reproductive and gonadal toxicity has not been elucidated, based on the results of several studies, the

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Fingerprinting of strong spermatogenesis steroidal saponins in male flowers ofPhoenix dactylifera(Date Palm) by LC-ESI-MS

Cited by 19 publications

References 17 publications

Tentative Characterization of Polyphenolic Compounds in the Male Flowers of Phoenix dactylifera by Liquid Chromatography Coupled with Mass Spectrometry and DFT

Tentative Characterization of Polyphenolic Compounds in the Male Flowers of Phoenix dactylifera by Liquid Chromatography Coupled with Mass Spectrometry and DFT

22R‐ but not 22S‐hydroxycholesterol is recruited for diosgenin biosynthesis

Protective effect of saponin on sperm DNA fragmentation of mice treated with cyclophosphamide

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