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| <document id="42A94193A460A9664819791C70E6B8DC" ID-CLB-Dataset="58680" ID-DOI="10.1016/j.phytochem.2021.113024" ID-GBIF-Dataset="05f95d8a-c92f-423f-8517-ffa0fa7af90c" ID-ISSN="1873-3700" ID-Zenodo-Dep="8194471" IM.illustrations_approvedBy="diego" IM.materialsCitations_approvedBy="diego" IM.tables_approvedBy="diego" IM.treatments_approvedBy="diego" checkinTime="1690596726138" checkinUser="felipe" docAuthor="Chakraborty, Kajal & Dhara, Shubhajit" docDate="2022" docId="038887E3FFC16E0892524F3EFE846C72" docLanguage="en" docName="Phytochemistry.195.113024.pdf" docOrigin="Phytochemistry (113024) 195" docSource="http://dx.doi.org/10.1016/j.phytochem.2021.113024" docStyle="DocumentStyle:F36D69FC8B198FBE91029DF9C24697D3.6:Phytochemistry.2020-.journal_article" docStyleId="F36D69FC8B198FBE91029DF9C24697D3" docStyleName="Phytochemistry.2020-.journal_article" docStyleVersion="6" docTitle="Turbinaria ornata J. Agardh 1848" docType="treatment" docVersion="4" lastPageNumber="5" masterDocId="FFB1FF9BFFC56E0C91604E02FD1A6F37" masterDocTitle="Spirornatas A-C from brown alga Turbinaria ornata: Anti-hypertensive spiroketals attenuate angiotensin-I converting enzyme" masterLastPageNumber="10" masterPageNumber="1" pageNumber="5" updateTime="1695758074610" updateUser="diego"> | ||
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| <mods:title id="9D15B1D86B5975201FFEEAAB70A97CDE">Spirornatas A-C from brown alga Turbinaria ornata: Anti-hypertensive spiroketals attenuate angiotensin-I converting enzyme</mods:title> | ||
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| <mods:namePart id="A345CB8A5438A0E5FCE4033464E3506D">Chakraborty, Kajal</mods:namePart> | ||
| <mods:affiliation id="DA57C79D0D1998015DC800F422C3A332">*, Shubhajit Dhara & Marine Bioprospecting Section of Marine Biotechnology Division, Central Marine Fisheries Research Institute, Ernakulam North, P. B. No. 1603, Cochin, India</mods:affiliation> | ||
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| <mods:namePart id="807E15F7575F669C2090E7B152CBA81B">Dhara, Shubhajit</mods:namePart> | ||
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| <mods:title id="B625B96686D89A0EF583A4A3AE06ADB6">Phytochemistry</mods:title> | ||
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| <mods:part id="98907B37E8E5B73B06418661A300306E"> | ||
| <mods:date id="C5F67B6B1DBA11AEA2419551B0038A30">2022</mods:date> | ||
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| <mods:number id="6990C00A3E0CFDEE824C76EDAE350280">2022-03-31</mods:number> | ||
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| <mods:number id="A7E7DDD0FAEBB7210890A2F418B4D44A">195</mods:number> | ||
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| <treatment id="038887E3FFC16E0892524F3EFE846C72" ID-GBIF-Taxon="212422925" LSID="urn:lsid:plazi:treatment:038887E3FFC16E0892524F3EFE846C72" httpUri="http://treatment.plazi.org/id/038887E3FFC16E0892524F3EFE846C72" lastPageNumber="5" pageId="4" pageNumber="5"> | ||
| <subSubSection id="C33B657EFFC16E0892524F3EF89F6E78" box="[818,1413,315,335]" pageId="4" pageNumber="5" type="nomenclature"> | ||
| <paragraph id="8B9E36F5FFC16E0892524F3EF89F6E78" blockId="4.[818,1413,315,335]" box="[818,1413,315,335]" pageId="4" pageNumber="5"> | ||
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| 2.3. Bioactive potentials of the spiroketals isolated from | ||
| <taxonomicName id="4C214D76FFC16E0894514F3EF89F6E78" authorityName="J. Agardh" authorityYear="1848" baseAuthorityName="Turner" box="[1329,1413,316,335]" class="Phaeophyceae" family="Sargassaceae" genus="Turbinaria" kingdom="Chromista" order="Fucales" pageId="4" pageNumber="5" phylum="Ochrophyta" rank="species" species="ornata">T. ornata</taxonomicName> | ||
| </emphasis> | ||
| </heading> | ||
| </paragraph> | ||
| </subSubSection> | ||
| <subSubSection id="C33B657EFFC16E0892314F71FE846C72" pageId="4" pageNumber="5" type="description"> | ||
| <paragraph id="8B9E36F5FFC16E0892314F71FE846C72" blockId="4.[818,1487,371,837]" pageId="4" pageNumber="5"> | ||
| Spirornata A showed noticeably greater ACE-I inhibitory property (IC | ||
| <subScript id="17A534B0FFC16E08922E4F94FE7A6E93" attach="left" box="[846,864,406,420]" fontSize="6" pageId="4" pageNumber="5">50</subScript> | ||
| 4.55 μM) compared to those exhibited by spirornata B (IC | ||
| <subScript id="17A534B0FFC16E0894EC4F94F8846E93" attach="left" box="[1420,1438,406,420]" fontSize="6" pageId="4" pageNumber="5">50</subScript> | ||
| 4.72 μM) and C (IC | ||
| <subScript id="17A534B0FFC16E0892A24FB0FECE6EF7" attach="left" box="[962,980,434,448]" fontSize="6" pageId="4" pageNumber="5">50</subScript> | ||
| 4.86 μM), as well as comparable activity with the standard ACE-I inhibitor, captopril (IC | ||
| <subScript id="17A534B0FFC16E0895FE4FCCF9AA6EEB" attach="left" box="[1182,1200,462,476]" fontSize="6" pageId="4" pageNumber="5">50</subScript> | ||
| 4.29 μM) ( | ||
| <tableCitation id="C6A3034EFFC16E08947D4FC5F87E6EED" box="[1309,1380,455,474]" captionStart="Table 2" captionStartId="5.[100,150,150,166]" captionTargetPageId="5" captionText="Table 2 Bioactivities of spirornatas A-C isolated from the organic extract of T. ornata and their molecular descriptors. Bioactivities (IC50) Spirornata A Spirornata B Spirornata C Standards Anti-hypertensive activity a ACE-I inhibition 4.55b ± 0.02 4.72 a ± 0.04 4.86 a ± 0.02 4.29 c ± 0.02CP – Antioxidant activitiesb DPPH. scavenging 1.14c ± 0.05 1.25b ± 0.02 1.42a ± 0.02 1.46a ± 0.04P – ABTS +. scavenging 1.28 c ± 0.01 1.34b ± 0.02 1.71 a ± 0.04 1.69 a ± 0.05 P – Molecular descriptors c Spirornata A Spirornata B Spirornata C α-tocopherol Captopril Electronic TPSA 71.06 88.13 61.83 29.46 57.61 PI (× 10 24 cm3) 41 43 45 53.54 21.00 Steric MR (cm3/mol) 105.84 110.83 119.80 135.6 54.85 MV (cm3) 348.9 353.2 357.7 462.70 170.7 P (cm3) 882.4 917.7 952 1123.00 463.4 Hydrophobic Log POW 3.22 1.69 2.75 9.98 0.24 Different superscripts indicate the standards used for different activities; P-α-tocopherol; CP-captopril. a Bioactivities were expressed as IC values (μM). Samples were analyzed in triplicate (n = 3) and expressed as mean ± standard deviation. Means followed by 50 different superscripts (a-c) within the same row indicated significant differences (P <0.05). The superscript "CP" designates the standard captopril. b IC values (mM). The superscript "P" indicates the standard α-tocopherol. 50 c Structure-activity relationship analysis was carried out by using different molecular descriptors of the purified compounds as described in the text. tPSA, topological polar surface area; MV, molar volume; P, parachor; MR, molar refractivity; Log POW, logarithmic scale of the octanol-water partition coefficient; PI, polarizability." pageId="4" pageNumber="5">Table 2</tableCitation> | ||
| ). The electronegative groups in the oxodecahydrospiro [furo-3,4-c] pyran-7, 2 | ||
| <emphasis id="B955EAE7FFC16E0894A44FE0F8D26EC1" bold="true" box="[1476,1480,482,502]" pageId="4" pageNumber="5">ʹ</emphasis> | ||
| - pyranyl framework along with the esterified side chain in spirornata A could evidently | ||
| <taxonomicName id="4C214D76FFC16E0892AB4C19F9436D19" box="[971,1113,539,558]" form="hydrogen" pageId="4" pageNumber="5" rank="form">form hydrogen</taxonomicName> | ||
| bonding interfaces with the aminoacyl residues in the active site of ACE-I, and might form co-ordinate bond with the binding site Zn | ||
| <superScript id="7C549BBDFFC16E0895784C4FF9346D6C" attach="left" box="[1048,1070,589,603]" fontSize="6" pageId="4" pageNumber="5">2+</superScript> | ||
| ion. Conspicuously greater number of electronegative centers in spirornata A might lead to its greater antihypertensive activity. Also, free radical quenching activities (IC | ||
| <subScript id="17A534B0FFC16E0894014C90F8866D97" attach="left" box="[1377,1436,658,672]" fontSize="6" pageId="4" pageNumber="5">50DPPH</subScript> | ||
| 1.14 and IC | ||
| <subScript id="17A534B0FFC16E0892124CAFFEB36D8C" attach="left" box="[882,937,685,699]" fontSize="6" pageId="4" pageNumber="5">50ABTS</subScript> | ||
| 1.28 mM) exhibited by spirornata A were greater when compared to those exhibited by other analogues (IC | ||
| <subScript id="17A534B0FFC16E0894434CCBF82F6DE0" attach="left" box="[1315,1333,713,727]" fontSize="6" pageId="4" pageNumber="5">50</subScript> | ||
| 1.25–1.71 mM) and commercially available standard (IC | ||
| <subScript id="17A534B0FFC16E0895DA4CE7F9D66DC4" attach="left" box="[1210,1228,741,755]" fontSize="6" pageId="4" pageNumber="5">50</subScript> | ||
| 1.46–1.69 mM). Previoius reports of antioxidant activities of spiroketals ( | ||
| <bibRefCitation id="EFB04B04FFC16E08958C4CF8F8DD6C3A" author="Zhuravleva, O. I. & Sobolevskaya, M. P. & Afiyatullov, S. & Kirichuk, N. N. & Denisenko, V. A. & Dmitrenok, P. S. & Yurchenko, E. A. & Dyshlovoy, S. A." box="[1260,1479,762,781]" pageId="4" pageNumber="5" pagination="5930 - 5943" refId="ref13142" refString="Zhuravleva, O. I., Sobolevskaya, M. P., Afiyatullov, S., Kirichuk, N. N., Denisenko, V. A., Dmitrenok, P. S., Yurchenko, E. A., Dyshlovoy, S. A., 2014. Sargassopenillines A-G, 6,6 - spiroketals from the alga-derived fungi Penicillium thomii and Penicillium lividum. Mar. Drugs 12, 5930 - 5943. https: // doi. org / 10.3390 / md 12125930." type="journal article" year="2014">Zhuravleva et al., 2014</bibRefCitation> | ||
| ) also corroborated the antioxidant activities of currently isolated spiroketals. | ||
| </paragraph> | ||
| </subSubSection> | ||
| </treatment> | ||
| </document> |