Polycyclic Polyprenylated Derivatives from Hypericum uralum: Neuroprotective Effects and Antidepressant-like Activity of Uralodin A
The isolation of the new polycyclic polyprenylated acylphloroglucinols uraliones A–K (1–11) together with five known analogues (12–16) from a whole Hypericum uralum plant was reported. The structures of these compounds were established through spectroscopic methods, and a single-crystal X-ray diffra...
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Veröffentlicht in: | Journal of natural products (Washington, D.C.) D.C.), 2016-05, Vol.79 (5), p.1231-1240 |
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creator | Zhou, Zhong-Bo Li, Zhong-Rui Wang, Xiao-Bing Luo, Jian-Guang Kong, Ling-Yi |
description | The isolation of the new polycyclic polyprenylated acylphloroglucinols uraliones A–K (1–11) together with five known analogues (12–16) from a whole Hypericum uralum plant was reported. The structures of these compounds were established through spectroscopic methods, and a single-crystal X-ray diffraction analysis was used to confirm the absolute configuration of 1. The protective effects of the isolates against corticosterone-induced PC12 cell injury were assessed. Except for compound 9, all tested compounds exhibited significant protective effects against induced injury in PC12 cells. Uralodin A (14), orally administered in doses of 13 and 26 mg/kg, exhibited antidepressant-like activity in the tail suspension and forced-swimming tests in mice. |
doi_str_mv | 10.1021/acs.jnatprod.5b00667 |
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The structures of these compounds were established through spectroscopic methods, and a single-crystal X-ray diffraction analysis was used to confirm the absolute configuration of 1. The protective effects of the isolates against corticosterone-induced PC12 cell injury were assessed. Except for compound 9, all tested compounds exhibited significant protective effects against induced injury in PC12 cells. 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Nat. Prod</addtitle><description>The isolation of the new polycyclic polyprenylated acylphloroglucinols uraliones A–K (1–11) together with five known analogues (12–16) from a whole Hypericum uralum plant was reported. The structures of these compounds were established through spectroscopic methods, and a single-crystal X-ray diffraction analysis was used to confirm the absolute configuration of 1. The protective effects of the isolates against corticosterone-induced PC12 cell injury were assessed. Except for compound 9, all tested compounds exhibited significant protective effects against induced injury in PC12 cells. Uralodin A (14), orally administered in doses of 13 and 26 mg/kg, exhibited antidepressant-like activity in the tail suspension and forced-swimming tests in mice.</description><subject>Administration, Oral</subject><subject>Animals</subject><subject>Antidepressive Agents - chemistry</subject><subject>Antidepressive Agents - isolation & purification</subject><subject>Antidepressive Agents - pharmacology</subject><subject>Drugs, Chinese Herbal - chemistry</subject><subject>Drugs, Chinese Herbal - isolation & purification</subject><subject>Drugs, Chinese Herbal - pharmacology</subject><subject>Humans</subject><subject>Hypericum - chemistry</subject><subject>Mice</subject><subject>Molecular Structure</subject><subject>Neuroprotective Agents - chemistry</subject><subject>Neuroprotective Agents - isolation & purification</subject><subject>Neuroprotective Agents - pharmacology</subject><subject>Nuclear Magnetic Resonance, Biomolecular</subject><subject>PC12 Cells</subject><subject>Phloroglucinol - analogs & derivatives</subject><subject>Phloroglucinol - chemistry</subject><subject>Phloroglucinol - isolation & purification</subject><subject>Phloroglucinol - pharmacology</subject><subject>Rats</subject><issn>0163-3864</issn><issn>1520-6025</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2016</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNp9kE9v2yAYh9HUqcm6foOp4tiLMzAG7N2itlsmRWsP69l6zR-J1jYZ4Eg-74uPLEmPPfEKPb8fLw9CXyhZUVLSr6Di6mWEtAter3hHiBDyA1pSXpJCkJJfoCWhghWsFtUCfYrxhRDCSMMv0aKUtKprXi_R3yffz2pWvVP4MO6CGecektH43gS3h-T2JmIb_IA38y5fqWnAU4B-Gr7hX2YKPi-QjDpw-MHaPEUMo8brMTltcl-MMKaid68Grw-YSzP2Fj_nDq_diNef0UcLfTTXp_MKPX9_-H23KbaPP37erbcFsKpORaO4rGkjSWe5hI4TXkKpBTRaaE5BdgqMtKxR0nIGoqtpJyRvpOLAFaWKXaHbY2_e-M9kYmoHF5XpexiNn2JLZVMyWTFJMlodURV8jMHYdhfcAGFuKWkP-tusvz3rb0_6c-zm9MLUDUa_hc6-M0COwP-4n8KYP_x-5z9Imph0</recordid><startdate>20160527</startdate><enddate>20160527</enddate><creator>Zhou, Zhong-Bo</creator><creator>Li, Zhong-Rui</creator><creator>Wang, Xiao-Bing</creator><creator>Luo, Jian-Guang</creator><creator>Kong, Ling-Yi</creator><general>American Chemical Society and American Society of Pharmacognosy</general><scope>CGR</scope><scope>CUY</scope><scope>CVF</scope><scope>ECM</scope><scope>EIF</scope><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7X8</scope></search><sort><creationdate>20160527</creationdate><title>Polycyclic Polyprenylated Derivatives from Hypericum uralum: Neuroprotective Effects and Antidepressant-like Activity of Uralodin A</title><author>Zhou, Zhong-Bo ; Li, Zhong-Rui ; Wang, Xiao-Bing ; Luo, Jian-Guang ; Kong, Ling-Yi</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-a348t-9c5781970bf57ab5052a2d6a9d6d51a7bcae7f39c7f53a6b81b67597c5a5c11c3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2016</creationdate><topic>Administration, Oral</topic><topic>Animals</topic><topic>Antidepressive Agents - chemistry</topic><topic>Antidepressive Agents - isolation & purification</topic><topic>Antidepressive Agents - pharmacology</topic><topic>Drugs, Chinese Herbal - chemistry</topic><topic>Drugs, Chinese Herbal - isolation & purification</topic><topic>Drugs, Chinese Herbal - pharmacology</topic><topic>Humans</topic><topic>Hypericum - chemistry</topic><topic>Mice</topic><topic>Molecular Structure</topic><topic>Neuroprotective Agents - chemistry</topic><topic>Neuroprotective Agents - isolation & purification</topic><topic>Neuroprotective Agents - pharmacology</topic><topic>Nuclear Magnetic Resonance, Biomolecular</topic><topic>PC12 Cells</topic><topic>Phloroglucinol - analogs & derivatives</topic><topic>Phloroglucinol - chemistry</topic><topic>Phloroglucinol - isolation & purification</topic><topic>Phloroglucinol - pharmacology</topic><topic>Rats</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Zhou, Zhong-Bo</creatorcontrib><creatorcontrib>Li, Zhong-Rui</creatorcontrib><creatorcontrib>Wang, Xiao-Bing</creatorcontrib><creatorcontrib>Luo, Jian-Guang</creatorcontrib><creatorcontrib>Kong, Ling-Yi</creatorcontrib><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>MEDLINE - Academic</collection><jtitle>Journal of natural products (Washington, D.C.)</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Zhou, Zhong-Bo</au><au>Li, Zhong-Rui</au><au>Wang, Xiao-Bing</au><au>Luo, Jian-Guang</au><au>Kong, Ling-Yi</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Polycyclic Polyprenylated Derivatives from Hypericum uralum: Neuroprotective Effects and Antidepressant-like Activity of Uralodin A</atitle><jtitle>Journal of natural products (Washington, D.C.)</jtitle><addtitle>J. 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subjects | Administration, Oral Animals Antidepressive Agents - chemistry Antidepressive Agents - isolation & purification Antidepressive Agents - pharmacology Drugs, Chinese Herbal - chemistry Drugs, Chinese Herbal - isolation & purification Drugs, Chinese Herbal - pharmacology Humans Hypericum - chemistry Mice Molecular Structure Neuroprotective Agents - chemistry Neuroprotective Agents - isolation & purification Neuroprotective Agents - pharmacology Nuclear Magnetic Resonance, Biomolecular PC12 Cells Phloroglucinol - analogs & derivatives Phloroglucinol - chemistry Phloroglucinol - isolation & purification Phloroglucinol - pharmacology Rats |
title | Polycyclic Polyprenylated Derivatives from Hypericum uralum: Neuroprotective Effects and Antidepressant-like Activity of Uralodin A |
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