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<p>X-ray crystal structure, NMR, DFT investigations, pharmaco-kinetic, and toxicity of sarcotrocheliol: A pyrane-based cemranoids of marine origin</p>

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Title Statement <p>X-ray crystal structure, NMR, DFT investigations, pharmaco-kinetic, and toxicity of sarcotrocheliol: A pyrane-based cemranoids of marine origin</p>
 
Added Entry - Uncontrolled Name El-Hefnawy, Mohamed E; Department of Chemistry, Rabigh College of Arts and Sciences, King Abdulaziz University, Jeddah, Saudi Arabia Department of Chemistry, Faculty of Science, King Abdulaziz University, P.O. Box 80203, Jeddah 21589, Saudi Arabia
Lasri, Jamal ; Department of Chemistry, Rabigh College of Arts and Sciences, King Abdulaziz University, Jeddah, Saudi Arabia
Alsaihati, Zahraa A; Department of Chemistry, Faculty of Science, Tanta University, Tanta 31527, Egypt
Al-Footy, Khalid O; Department of Chemistry, Faculty of Science, Tanta University, Tanta 31527, Egypt
Hussien, Mostafa A; Department of Chemistry, Faculty of Science, Tanta University, Tanta 31527, Egypt Department of Chemistry, Faculty of Science, Port Said University, Port Said, 42521, Egypt
Ismail, Ali I; Department of Chemistry, Faculty of Science, The Hashemite University, P.O. Box 150459, Zarqa 13115, Jordan
 
Uncontrolled Index Term Sarcotrocheliol, cembranoids, NMR, DFT, B3LYP, single crystal X-ray
 
Summary, etc. <p style="text-align: justify;">One of a recently discovered marine origin cembranoids has been studied experimentally and theoretically to obtain its thorough structural, electronic, spectroscopic, and biochemical activity. The exact molecular structure of sarcotrocheliol (C<sub>20</sub>H<sub>34</sub>O<sub>2</sub>) <strong>1</strong> has been determined for the first time using a single crystal X-ray diffraction analysis. Crystallography shows that the molecule is crystalline as an orthorhombic, space group of P2<sub>1</sub>2<sub>1</sub>2<sub>1</sub>, with <em>a</em> = 9.20(4) Å, <em>b</em> = 10.80(4) Å, <em>c</em> = 19.99(9) Å. <sup>1</sup>H, <sup>13</sup>C and DEPT-135 NMR measurements of sarcotrocheliol<strong>1</strong>have been measured in four different deuterated solvents: CDCl<sub>3</sub>, CD<sub>3</sub>CN, MeOH-<em>d</em><sub>4</sub> and DMSO-<em>d</em><sub>6</sub>. Theoretical calculations have been performed to find the main structural and electronic properties of the compound and matched with the experimental properties. The density functional theory (DFT) method at B3LYP/6-311++G(d,p) level of theory has been used for all computed properties. Vibrational frequencies have been determined using DFT calculations and compared with the experimental values. Computed chemical shifts in the NMR have been determined by the GIAO method. The correlation coefficients between the calculated and experimental NMR chemical shifts have been found to be 0.92 and 0.998 for <sup>1</sup>H and <sup>13</sup>C NMR, respectively. Physicochemical parameters of the compound <em>versus</em> reference drugs have been done. The isolated compound meets the main criteria of the employed rules indicating a drug-like character. The molecular docking studies have been performed for the compound toward the breast and prostate cancers.</p>
 
Publication, Distribution, Etc. Indian Journal of Chemistry (IJC)
2022-02-02 16:02:00
 
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http://op.niscair.res.in/index.php/IJC/article/view/60063
 
Data Source Entry Indian Journal of Chemistry (IJC); ##issue.vol## 61, ##issue.no## 1 (2022): Indian Journal of Chemistry-(IJC)
 
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