Structural Elucidation of Three Novel Kaempferol O-tri-Glycosides that Are Involved in the Defense Response of Hybrid Ornithogalum to Pectobacterium carotovorum

التوضيح البنيوي لثلاثة من O-ثلاثي غليكوزيدات الكايمبفيرول الجديدة المشاركة في الاستجابة الدفاعية لنبات الأورنيثوغالوم الهجين ضد بكتيريا بكتوباكتيريوم كاروتوفوروم

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ID: 4661
1970
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Abstract
Ornithogalum is an ornamental flowering species that grows from a bulb and is highly susceptible to soft-rot disease caused by Pectobacterium carotovorum (Pc). Interspecific hybridization between O. thyrsoides and O. dubium yielded hybrids with enhanced resistance to that pathogen. The hybrids displayed distinct phenolic-compound profiles with several peaks that were specifically heightened following Pc infection. Three of these compounds were isolated and identified as novel kaempferol O-tri-glycosides. The structures of these compounds were elucidated using reversed phase high-performance liquid chromatography (RP-LC), RP-LC coupled to high-resolution mass spectrometry (RP-LC-MS), and nuclear magnetic resonance (NMR) (1D 1H and 13C, DEPT, HMQC, HMBC, COSY, and NOE), in order to achieve pure and defined compounds data. The new compounds were finally identified as kaempferol 3-O-[4-O-α-l-(3-O-acetic)-rhamnopyranosyl-6-O-β-d-xylopyranosyl]-β-d-glucopyranoside, kaempferol 3-O-[4-O-α-l-(2-O-acetic)-rhamnopyranosyl-6-O-β-d-xylopyranosyl]-β-d-glucopyranoside and kaempferol 3-O-[4-O-α-l-(2,3-O-diacetic)-rhamnopyranosyl-6-O-β-d-xylopyranosyl]-β-d-glucopyranoside.
يُعد نبات الأورنيثوجالوم (*Ornithogalum*) نوعاً زهرياً من نباتات الزينة التي تنمو من الأبصال، وهو شديد الحساسية لمرض العفن الطري الناجم عن بكتيريا *Pectobacterium carotovorum* (Pc). وقد أسفر التهجين بين النوعين *O. thyrsoides* و*O. dubium* عن هُجن ذات مقاومة معززة لهذا المُمْرِض. وأظهرت الهُجن ملامح مميزة للمركبات الفينولية مع تسجيل ارتفاع ملحوظ في قمم عدة خصيصاً عقب الإصابة ببكتيريا Pc. وقد تم عزل ثلاثة من هذه المركبات وتحديدها بوصفها غليكوزيدات كيمبفيرول ثلاثية مرتبطة بالأكسجين (kaempferol *O*-tri-glycosides) جديدة. كما فُسِّرت البنى التركيبية لهذه المركبات باستخدام كروماتوغرافيا السائل عالية الأداء ذات الطور المعكوس (RP-LC)، وتقنية RP-LC المقترنة بمطيافية الكتلة عالية الدقة (RP-LC-MS)، والرنين المغناطيسي النووي (NMR) (أحادي البعد 1H و13C، وDEPT، وHMQC، وHMBC، وCOSY، وNOE)، وذلك للحصول على بيانات نقية ومحددة للمركبات. وأخيراً، حُددت المركبات الجديدة على أنها: kaempferol 3-O-[4-O-α-l-(3-O-acetic)-rhamnopyranosyl-6-O-β-d-xylopyranosyl]-β-d-glucopyranoside، وkaempferol 3-O-[4-O-α-l-(2-O-acetic)-rhamnopyranosyl-6-O-β-d-xylopyranosyl]-β-d-glucopyranoside، وkaempferol 3-O-[4-O-α-l-(2,3-O-diacetic)-rhamnopyranosyl-6-O-β-d-xylopyranosyl]-β-d-glucopyranoside.
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iris1970structuralmolecules Use this key to autocite in the manuscript while using SciMatic Manuscript Manager or Thesis Manager
Authors Iris Yedidia, Keren Schultz, Avner Golan, Hugo E. Gottlieb, Zohar Kerem, Iris Yedidia, Keren Schultz, Avner Golan, Hugo E. Gottlieb, Zohar Kerem
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Journal molecules
Year 1970
DOI
10.3390/molecules24162910
URL
Keywords Keywords not found

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