Waad ku mahadsan tahay booqashada nature.com. Nooca biraawsarka aad isticmaaleyso wuxuu leeyahay taageero CSS oo xaddidan. Waayo-aragnimada ugu fiican, waxaan kugula talineynaa inaad isticmaasho nooca biraawsarka ugu dambeeyay (ama aad damiso qaabka is-waafajinta ee Internet Explorer). Intaa waxaa dheer, si loo hubiyo taageerada joogtada ah, boggan kuma jiri doono qaabab ama JavaScript.
Daraasaddani waxay soo sheegaysaa hab aad waxtar u leh oo loogu talagalay isku-darka benzoxazoles iyadoo la adeegsanayo catechol, aldehyde iyo ammonium acetate oo ah quudin iyada oo loo marayo fal-celinta isku-xidhka ee ethanol oo leh ZrCl4 oo ah kataliye. Taxane benzoxazoles ah (59 nooc) ayaa si guul leh loogu sameeyay habkan iyadoo la adeegsanayo wax-soo-saar ilaa 97%. Faa'iidooyinka kale ee habkan waxaa ka mid ah isku-darka baaxadda weyn iyo isticmaalka oksijiinta oo ah wakiil oksaydheyn ah. Xaaladaha falcelinta fudud waxay u oggolaanayaan shaqaynta xigta, taas oo sahlaysa isku-darka noocyo kala duwan oo leh qaab-dhismeedyo bayooloji ahaan khuseeya sida β-lactams iyo quinoline heterocycles.
Horumarinta habab cusub oo isku-darka dabiiciga ah oo ka gudbi kara xaddidaadaha helitaanka isku-dhafan qiimo sare leh iyo kordhinta kala duwanaanshahooda (si loo furo meelaha cusub ee suurtagalka ah ee la isticmaali karo) ayaa soo jiidatay dareen badan oo ku saabsan tacliinta iyo warshadaha labadaba1,2. Marka laga soo tago hufnaanta sare ee hababkan, saaxiibtinimo deegaanka ee hababka la horumarinayo ayaa sidoo kale noqon doonta faa'iido weyn3,4.
Benzoxazoles waa nooc ka mid ah iskudhisyo heterocyclic ah oo soo jiitay dareen badan sababtoo ah hawlahooda bayooloji ee hodanka ah. Iskudhisyada noocaas ah waxaa la sheegay inay leeyihiin hawlo liddi ku ah bakteeriyada, difaaca neerfaha, ka hortagga kansarka, fayraska, bakteeriyada dila, antifungal, iyo ka hortagga bararka5,6,7,8,9,10,11. Waxaa sidoo kale si weyn loogu isticmaalaa goobo warshadeed oo kala duwan oo ay ku jiraan daawooyinka, dareemayaasha, kiimikada beeraha, ligands (kala-soocidda birta kala-guurka), iyo sayniska agabka12,13,14,15,16,17. Sababtoo ah sifooyinkooda kiimikada gaarka ah iyo kala-duwanaanshaha, benzoxazoles waxay noqdeen baloogyo muhiim ah oo loogu talagalay isku-darka molecules badan oo dabiici ah oo adag18,19,20. Waxaa xiiso leh, qaar ka mid ah benzoxazoles waa badeecooyin dabiici ah oo muhiim ah iyo molecules khuseeya daawada, sida nakijinol21, boxazomycin A22, calcimycin23, tafamidis24, cabotamycin25 iyo neosalvianene (Jaantuska 1A)26.
(A) Tusaalooyin ka mid ah waxyaabaha dabiiciga ah ee ku salaysan benzoxazole iyo isku-dhafka noolaha. (B) Ilo dabiici ah oo ka mid ah catechols.
Catechols waxaa si weyn loogu isticmaalaa meelo badan sida daawooyinka, qurxinta iyo cilmiga agabka27,28,29,30,31. Catechols waxaa sidoo kale la muujiyay inay leeyihiin sifooyin antioxidant iyo anti-bararka, taasoo ka dhigaysa musharixiinta suurtagalka ah ee wakiilada daaweynta32,33. Hantidani waxay horseeday in loo isticmaalo horumarinta qurxinta ka hortagga gabowga iyo alaabada daryeelka maqaarka34,35,36. Intaa waxaa dheer, catechols waxaa la muujiyay inay yihiin horudhac wax ku ool ah oo loogu talagalay isku-darka dabiiciga ah (Jaantuska 1B)37,38. Qaar ka mid ah catechols-kan ayaa si weyn ugu badan dabiiciga. Sidaa darteed, isticmaalkeeda sida walxo cayriin ah ama walxo bilow ah oo loogu talagalay isku-darka dabiiciga ah waxay muujin kartaa mabda'a kiimikada cagaaran ee "isticmaalka kheyraadka la cusboonaysiin karo". Dhowr waddo oo kala duwan ayaa la sameeyay si loo diyaariyo isku-darka benzoxazole ee shaqeynaya7,39. Shaqada oksaydhka ee isku-xirka C (aryl)-OH ee catechols waa mid ka mid ah hababka ugu xiisaha badan uguna cusub ee lagu sameeyo isku-darka benzoxazoles. Tusaalooyinka habkan ee isku-darka benzoxazoles waa falcelinta catechols oo leh amines40,41,42,43,44, oo leh aldehydes45,46,47, oo leh alkohols (ama ethers)48, iyo sidoo kale ketones, alkenes iyo alkynes (Jaantuska 2A)49. Daraasaddan, falcelin badan (MCR) oo u dhaxaysa catechol, aldehyde iyo ammonium acetate ayaa loo isticmaalay isku-darka benzoxazoles (Jaantuska 2B). Falcelinta waxaa lagu sameeyay iyadoo la adeegsanayo xaddi katalytic ah oo ZrCl4 ah oo ku jira dareeraha ethanol. Ogsoonow in ZrCl4 loo tixgelin karo katalyst aashitada cagaaran ee Lewis, waa isku-darka aan sunta lahayn [LD50 (ZrCl4, afka laga qaato jiirka) = 1688 mg kg−1] mana loo arko inuu yahay mid aad u sun badan50. Katalystayaasha Zirconium ayaa sidoo kale si guul leh loogu isticmaalay katalyst ahaan isku-darka isku-dhafka organic-ga kala duwan. Qiimahooda hooseeya iyo xasilloonida sare ee biyaha iyo oksijiinta ayaa ka dhigaya kuwo rajo leh oo ku jira isku-darka dabiiciga ah51.
Si loo helo xaalado falcelin oo ku habboon, waxaan doorannay 3,5-di-tert-butylbenzene-1,2-diol 1a, 4-methoxybenzaldehyde 2a iyo milixda ammonium 3 sida falgallada moodeelka waxaanan fulinay falgallada iyadoo ay joogaan asiidhyo kala duwan oo Lewis ah (LA), dareereyaal kala duwan iyo heerkul si loo sameeyo benzoxazole 4a (Jadwalka 1). Wax badeecad ah lama arag iyadoo aan lahayn kiciyaha (Jadwalka 1, gelitaanka 1). Dabadeed, 5 mol% oo ah asiidhyada Lewis ee kala duwan sida ZrOCl2.8H2O, Zr(NO3)4, Zr(SO4)2, ZrCl4, ZnCl2, TiO2 iyo MoO3 ayaa lagu tijaabiyay inay yihiin kiciyayaal ku jira dareeraha EtOH waxaana la ogaaday in ZrCl4 uu yahay kan ugu fiican (Jadwalka 1, gelitaanka 2–8). Si loo hagaajiyo waxtarka, dareereyaal kala duwan ayaa la tijaabiyay oo ay ku jiraan dioxane, acetonitrile, ethyl acetate, dichloroethane (DCE), tetrahydrofuran (THF), dimethylformamide (DMF) iyo dimethyl sulfoxide (DMSO). Wax soo saarka dhammaan dareereyaasha la tijaabiyay waxay ka hooseeyeen kan ethanol (Jadwalka 1, gelitaanka 9-15). Isticmaalka ilo kale oo nitrogen ah (sida NH4Cl, NH4CN iyo (NH4)2SO4) halkii laga isticmaali lahaa ammonium acetate ma aysan hagaajin wax soo saarka falgalka (Jadwalka 1, gelitaanka 16-18). Daraasado dheeraad ah ayaa muujiyay in heerkulka ka hooseeya iyo ka sarreeya 60 °C uusan kor u qaadin wax soo saarka falgalka (Jadwalka 1, gelitaanka 19 iyo 20). Markii rarista kiciyeyaasha loo beddelay 2 iyo 10 mol %, wax soo saarku wuxuu ahaa 78% iyo 92%, siday u kala horreeyaan (Jadwalka 1, gelitaanka 21 iyo 22). Wax-soo-saarku wuu yaraaday markii fal-celinta lagu sameeyay jawi nitrogen ah, taasoo muujinaysa in oksijiinta jawiga ay door muhiim ah ka ciyaari karto fal-celinta (Jadwalka 1, gelitaanka 23). Kordhinta xaddiga ammonium acetate ma hagaajin natiijooyinka fal-celinta xitaa waxay yareysay wax-soo-saarka (Jadwalka 1, gelitaanka 24 iyo 25). Intaa waxaa dheer, wax horumar ah oo ku yimid wax-soo-saarka fal-celinta lama arag iyadoo la kordhinayo xaddiga catechol (Jadwalka 1, gelitaanka 26).
Ka dib markii la go'aamiyay xaaladaha falcelinta ugu habboon, waxaa la bartay kala duwanaanta iyo ku habboonaanta falcelinta (Jaantuska 3). Maadaama alkynes iyo alkenes ay leeyihiin kooxo shaqo oo muhiim ah oo ku jira isku-darka dabiiciga ah isla markaana si fudud loogu heli karo kala-soocid dheeraad ah, dhowr nooc oo benzoxazole ah ayaa lagu sameeyay alkenes iyo alkynes (4b-4d, 4f-4g). Iyadoo la adeegsanayo 1-(prop-2-yn-1-yl)-1H-indole-3-carbaldehyde oo ah substrate aldehyde (4e), wax-soo-saarku wuxuu gaaray 90%. Intaa waxaa dheer, benzoxazoles-ka alkyl halo-beddelka ah ayaa lagu sameeyay wax-soo-saar sare, kuwaas oo loo isticmaali karo isku-xidhka molecules-ka kale iyo kala-soocid dheeraad ah (4h-4i) 52. 4-((4-fluorobenzyl)oxy)benzaldehyde iyo 4-(benzyloxy)benzaldehyde waxay siiyeen benzoxazoles-ka 4j iyo 4k ee u dhigma wax-soo-saar sare, siday u kala horreeyaan. Annagoo adeegsanayna habkan, waxaan si guul leh u soo saarnay waxyaabaha benzoxazole derivatives (4l iyo 4m) oo ka kooban moieties quinolone53,54,55. Benzoxazole 4n oo ka kooban laba kooxood oo alkyne ah ayaa lagu sameeyay 84% wax soo saar laga soo bilaabo 2,4-benzaldehydes oo la beddelay. Isku-darka baaskiilka 4o oo ka kooban heterocycle indole ayaa si guul leh loo sameeyay iyadoo la raacayo xaalado la hagaajiyay. Isku-darka 4p waxaa lagu sameeyay iyadoo la isticmaalayo substrate aldehyde ah oo ku xiran kooxda benzonitrile, taas oo ah substrate waxtar u leh diyaarinta (4q-4r) supramolecules56. Si loo muujiyo ku habboonaanta habkan, diyaarinta molecules benzoxazole oo ka kooban moieties β-lactam (4q-4r) ayaa lagu muujiyay xaaladaha la hagaajiyay iyada oo loo marayo falcelinta β-lactams-ka aldehyde-functionalized, catechol, iyo ammonium acetate. Tijaabooyinkani waxay muujinayaan in habka cusub ee la sameeyay ee synthetic-ka loo isticmaali karo functionalization marxaladda dambe ee molecules-ka adag.
Si aan u sii muujinno kala duwanaanta iyo dulqaadka habkan ee kooxaha shaqeeya, waxaan barannay aldehydes udgoon oo kala duwan oo ay ku jiraan kooxaha ku deeqa elektaroonigga, kooxaha ka soo baxa elektaroonigga, isku-dhafka heterocyclic, iyo hydrocarbons-ka aromatic polycyclic (Jaantuska 4, 4s–4aag). Tusaale ahaan, benzaldehyde waxaa loo beddelay badeecada la rabay (4s) oo ah 92% wax-soo-saar go'doon ah. Aldehydes udgoon oo leh kooxaha ku deeqa elektaroonigga (oo ay ku jiraan -Me, isopropyl, tert-butyl, hydroxyl, iyo para-SMe) ayaa si guul leh loogu beddelay alaabada u dhiganta wax-soo-saar aad u wanaagsan (4t–4x). Substrates-ka aldehyde ee si adag loo xannibay waxay soo saari karaan alaabada benzoxazole (4y–4aa, 4al) oo leh wax-soo-saar wanaagsan ilaa heer sare ah. Isticmaalka benzaldehydes-ka lagu beddelay meta-meta (4ab, 4ai, 4am) waxay u oggolaatay diyaarinta alaabada benzoxazole ee wax-soo-saar sare. Aldehydes-ka halogenated sida (-F, -CF3, -Cl iyo Br) waxay siiyeen benzoxazoles-ka u dhigma (4af, 4ag iyo 4ai-4an) natiijo ku filan. Aldehydes-ka leh kooxaha kala-baxa elektaroonigga (tusaale ahaan -CN iyo NO2) ayaa sidoo kale si fiican uga falceliyay waxayna siiyeen alaabada la rabay (4ah iyo 4ao) wax-soo-saar sare.
Taxanaha falcelinta ee loo isticmaalay isku-darka aldehydes a iyo b. a Xaaladaha falcelinta: 1 (1.0 mmol), 2 (1.0 mmol), 3 (1.0 mmol) iyo ZrCl4 (5 mol%) ayaa lagu falceliyay EtOH (3 mL) heerkul ah 60 °C muddo 6 saacadood ah. b Wax soo saarku wuxuu u dhigmaa badeecada go'doonsan.
Aldehydes-ka aromatic-ka ee polycyclic-ga ah sida 1-naphthaldehyde, anthracene-9-carboxaldehyde iyo phenanthrene-9-carboxaldehyde waxay soo saari karaan alaabada la rabo 4ap-4ar oo leh wax-soo-saar sare. Aldehydes-ka aromatic-ka ee kala duwan oo ay ku jiraan pyrrole, indole, pyridine, furan iyo thiophene ayaa si fiican u dulqaadan kara xaaladaha falcelinta waxayna soo saari karaan alaabada u dhiganta (4as-4az) oo leh wax-soo-saar sare. Benzoxazole 4aag waxaa laga helay wax-soo-saar 52% iyadoo la isticmaalayo aldehyde-ka aliphatic ee u dhigma.
Gobolka falcelinta iyadoo la adeegsanayo aldehydes-ka ganacsiga a, b. a Xaaladaha falcelinta: 1 (1.0 mmol), 2 (1.0 mmol), 3 (1.0 mmol) iyo ZrCl4 (5 mol%) ayaa lagu falceliyay EtOH (5 mL) heerkul ah 60 °C muddo 4 saacadood ah. b Wax soo saarku wuxuu la mid yahay badeecada la go'doomiyay. c Falcelinta waxaa lagu sameeyay 80 °C muddo 6 saacadood ah; d Falcelinta waxaa lagu sameeyay 100 °C muddo 24 saacadood ah.
Si aan u sii sharaxno kala duwanaanta iyo ku habboonaanta habkan, waxaan sidoo kale tijaabinay noocyo kala duwan oo catechols ah oo la beddelay. Catechols-ka monosubstituted sida 4-tert-butylbenzene-1,2-diol iyo 3-methoxybenzene-1,2-diol si fiican ayay ula falgaleen hab-maamuuskaan, iyagoo bixinaya benzoxazoles 4aaa–4aac 89%, 86%, iyo 57% wax soo saar, siday u kala horreeyaan. Qaar ka mid ah benzoxazoles-ka polysubstituted ayaa sidoo kale si guul leh loogu sameeyay iyadoo la isticmaalayo catechols-ka polysubstituted ee u dhigma (4aad–4aaf). Wax soo saar ah lama helin markii catechols-ka beddelka elektaroonigga ah ee aan ku filnayn sida 4-nitrobenzene-1,2-diol iyo 3,4,5,6-tetrabromobenzene-1,2-diol la isticmaalay (4aah–4aai).
Isku-darka benzoxazole ee tirada garaamka ayaa si guul leh loogu guulaystay xaaladaha la hagaajiyay, isku-darka 4f-na waxaa lagu sameeyay 85% wax-soo-saar go'doon ah (Jaantuska 5).
Isku-darka miisaanka garaam ee benzoxazole 4f. Xaaladaha falcelinta: 1a (5.0 mmol), 2f (5.0 mmol), 3 (5.0 mmol) iyo ZrCl4 (5 mol%) ayaa lagu falceliyay EtOH (25 mL) heerkul ah 60 °C muddo 4 saacadood ah.
Iyada oo ku saleysan xogta suugaanta, farsamo falgal macquul ah ayaa la soo jeediyay si loo sameeyo isku-darka benzoxazoles ee ka yimaada catechol, aldehyde, iyo ammonium acetate iyadoo la joogo kataliyeyaasha ZrCl4 (Jaantuska 6). Catechol wuxuu chelate karaa zirconium isagoo isku dubaridaya laba kooxood oo hydroxyl ah si loo sameeyo xudunta koowaad ee wareegga catalytic (I)51. Xaaladdan, qaybta semiquinone (II) waxaa lagu samayn karaa iyada oo loo marayo tautomerization enol-keto ee isku-dhafka I58. Kooxda carbonyl ee lagu sameeyay dhexdhexaad (II) waxay si cad ula falgashaa ammonium acetate si ay u samayso dhexdhexaadka imine (III) 47. Suurtagalnimada kale ayaa ah in imine (III^), oo ay samaysay falcelinta aldehyde oo leh ammonium acetate, ay la falgasho kooxda carbonyl si ay u samayso dhexdhexaadka imine-phenol (IV) 59,60. Dabadeed, dhexdhexaadka (V) wuxuu mari karaa wareegga gudaha molecular40. Ugu dambeyntii, dhexdhexaadka V waxaa lagu oksaydhiyaa oksijiin jawiga, iyadoo soo saaraysa badeecada la rabo 4 oo sii deynaysa isku-dhafka zirconium si loo bilaabo wareegga xiga 61,62.
Dhammaan walxaha iyo dareerayaasha waxaa laga soo iibsaday ilo ganacsi. Dhammaan alaabada la yaqaan waxaa lagu aqoonsaday iyadoo la barbar dhigayo xogta muuqaalka iyo dhibcaha dhalaalka ee muunadaha la tijaabiyay. 1H NMR (400 MHz) iyo 13C NMR (100 MHz) spectra waxaa lagu duubay qalabka Brucker Avance DRX. Dhibcaha dhalaalka waxaa lagu go'aamiyay qalab Büchi B-545 ah oo ku jira xidid furan. Dhammaan falcelinta waxaa la socday koromagrafi lakab khafiif ah (TLC) iyadoo la adeegsanayo saxannada jelka silica (jel Silica 60 F254, Merck Chemical Company). Falanqaynta walxaha waxaa lagu sameeyay PerkinElmer 240-B Microanalyzer.
Xal ka kooban catechol (1.0 mmol), aldehyde (1.0 mmol), ammonium acetate (1.0 mmol) iyo ZrCl4 (5 mol%) oo ku jira ethanol (3.0 mL) ayaa si isdaba joog ah loogu walaaqay tuubo furan oo ku jirta weel saliid ah oo heerkulkiisu yahay 60 °C hawada hoosteeda muddo loo baahan yahay. Horumarka falcelinta waxaa la socday koromografi lakab khafiif ah (TLC). Ka dib markii la dhammaystiray falcelinta, isku darka ka dhashay ayaa la qaboojiyey heerkulka qolka waxaana laga saaray ethanol cadaadis yar. Isku darka falcelinta waxaa lagu qasi jiray EtOAc (3 x 5 mL). Kadib, lakabyada dabiiciga ah ee isku dhafan ayaa lagu qalajiyey Na2SO4 aan biyo lahayn waxaana lagu ururiyay vacuo. Ugu dambeyntii, isku darka cayriin waxaa lagu nadiifiyey koromografi tiir iyadoo la isticmaalayo petroleum ether/EtOAc si loo helo benzoxazole saafi ah.
Marka la soo koobo, waxaan soo saarnay hab-raac cusub, khafiif ah oo cagaaran oo loogu talagalay isku-darka benzoxazoles iyada oo loo marayo sameynta isku-xidhka CN iyo CO iyadoo la joogo kiciyaha zirconium. Xaaladaha falcelinta ee la hagaajiyay, 59 benzoxazoles oo kala duwan ayaa la sameeyay. Xaaladaha falcelinta waxay la jaan qaadayaan kooxo kala duwan oo shaqeynaya, dhowr xudunta bioactive-kana si guul leh ayaa loo sameeyay, taasoo muujinaysa awooddooda sare ee shaqaynta dambe. Sidaa darteed, waxaan samaynay istaraatiijiyad hufan, fudud oo wax ku ool ah oo loogu talagalay wax soo saarka baaxadda weyn ee noocyada kala duwan ee benzoxazole ee ka soo jeeda catechols dabiiciga ah xaaladaha cagaaran iyadoo la adeegsanayo kiciyeyaasha qiimaha jaban.
Dhammaan xogta la helay ama la falanqeeyay intii lagu jiray daraasaddan waxaa lagu daray maqaalkan la daabacay iyo faylalkiisa Macluumaadka Dheeraadka ah.
Nicolaou, Kansas City. Isku-darka dabiiciga ah: farshaxanka iyo sayniska ee nuqul ka sameynta molecules-ka bayoolojiga ee laga helo dabeecadda iyo abuurista molecules la mid ah shaybaarka. Proc. R Soc. A. 470, 2013069 (2014).
Ananikov VP et al. Horumarinta hababka cusub ee isku-darka casriga ah ee la xushay ee organic: helitaanka molecules shaqeynaya oo leh saxnaanta atomiga. Russ Chem. Ed. 83, 885 (2014).
Ganesh, KN, iwm. Kimistariga cagaaran: Aasaaska mustaqbal waara. Dabiiciga ah, Geeddi-socodka, Cilmi-baarista iyo Horumarinta 25, 1455–1459 (2021).
Yue, Q., iwm. Isbeddellada iyo fursadaha ku jira isku-darka dabiiciga ah: xaaladda tilmaamayaasha cilmi-baarista caalamiga ah iyo horumarka saxnaanta, hufnaanta, iyo kiimikada cagaaran. J. Org. Chem. 88, 4031–4035 (2023).
Lee, SJ iyo Trost, BM Isku-darka kiimikada cagaaran. PNAS. 105, 13197–13202 (2008).
Ertan-Bolelli, T., Yildiz, I. iyo Ozgen-Ozgakar, S. Isku-darka, isku-xidhka molecular-ka iyo qiimeynta bakteeriyada dila ee benzoxazole-ka cusub. Malab. Chem. Res. 25, 553–567 (2016).
Sattar, R., Mukhtar, R., Atif, M., Hasnain, M. iyo Irfan, A. Isbeddellada isku-dhafka ah iyo baaritaanka bayoolojiga ee waxyaabaha ka soo baxa benzoxazole: dib u eegis. Joornaalka Kimistariga Heterocyclic 57, 2079–2107 (2020).
Yildiz-Oren, I., Yalcin, I., Aki-Sener, E. iyo Ukarturk, N. Isku-darka iyo xiriirka qaab-dhismeedka-dhaqdhaqaaqa ee noocyada cusub ee benzoxazole ee polysubstituted firfircoon ee antimicrobial-ka ah. Joornaalka Yurub ee Kimistariga Daawada 39, 291–298 (2004).
Akbay, A., Oren, I., Temiz-Arpaci, O., Aki-Sener, E. iyo Yalcin, I. Isku-darka qaar ka mid ah benzoxazole-ka beddelka ah ee 2,5,6, benzimidazole, benzothiazole iyo oxazolo (4,5-b) pyridine iyo waxqabadkooda xakamaynta ee ka dhanka ah HIV-1 reverse transcriptase. Arzneimittel-Forschung/Drug Res. 53, 266–271 (2003).
Osmanieh, D. et al. Isku-darka qaar ka mid ah waxyaabaha cusub ee benzoxazole iyo daraasadda dhaqdhaqaaqooda ka hortagga kansarka. Joornaalka Yurub ee Kimistariga Daawada 210, 112979 (2021).
Rida, SM, iwm. Qaar ka mid ah noocyada cusub ee benzoxazole ayaa loo sameeyay sidii wakiilo ka hortagga kansarka, ka hortagga HIV-1, iyo bakteeriyada dila. Joornaalka Yurub ee Kimistariga Daawada 40, 949–959 (2005).
Demmer, KS iyo Bunch, L. Isticmaalka benzoxazoles iyo oxazolopyridines ee cilmi-baarista kiimikada daawada. Joornaalka Yurub ee Kiimikada Daawada 97, 778–785 (2015).
Paderni, D., iwm. Dareeme cusub oo ku salaysan benzoxazolyl oo loogu talagalay ogaanshaha indhaha ee Zn2+ iyo Cd2+. Dareemayaasha Kiimikada 10, 188 (2022).
Zou Yan et al. Horumarka daraasadda benzothiazole iyo benzoxazole ee horumarinta sunta cayayaanka. Int. J Mol. Sci. 24, 10807 (2023).
Wu, Y. et al. Laba isku-dhafan oo Cu(I) ah oo lagu dhisay ligands-ka benzoxazole ee N-heterocyclic: isku-darka, qaab-dhismeedka, iyo sifooyinka iftiinka. J. Mol. Struct. 1191, 95–100 (2019).
Walker, KL, Dornan, LM, Zare, RN, Weymouth, RM, iyo Muldoon, MJ Habka oksaydhka catalytic ee styrene iyadoo la adeegsanayo hydrogen peroxide iyadoo la joogo isku-dhafka cationic palladium (II). Joornaalka Bulshada Kiimikada Mareykanka 139, 12495–12503 (2017).
Agag, T., Liu, J., Graf, R., Spiess, HW, iyo Ishida, H. Benzoxazole resins: Nooc cusub oo polymers ah oo ka soo jeeda resins benzoxazine oo caqli badan. Macromolecule, Rev. 45, 8991–8997 (2012).
Basak, S., Dutta, S. iyo Maiti, D. Isku-darka 1,3-benzoxazoles-ka shaqeynaya ee C2 iyada oo loo marayo habka firfircoonida C-H ee birta ku-meel-gaarka ah. Kimistariga - Joornaalka Yurub 27, 10533–10557 (2021).
Singh, S., iwm. Horumarkii ugu dambeeyay ee horumarinta isku-dhafka firfircoon ee dawooyinka oo ka kooban qalfoofyada benzoxazole. Joornaalka Aasiya ee Kimistariga Dabiiciga ah 4, 1338–1361 (2015).
Wong, XK iyo Yeung, KY. Dib u eegista shatiga ee xaaladda horumarka hadda ee daawada benzoxazole. KhimMedKhim. 16, 3237–3262 (2021).
Ovenden, SPB, iwm. Sesquiterpenoid benzoxazoles iyo sesquiterpenoid quinones oo ka yimid isbuunyada badda ee Dactylospongia elegans. J. Nat. Proc. 74, 65–68 (2011).
Kusumi, T., Ooi, T., Wülchli, MR, iyo Kakisawa, H. Qaab-dhismeedka antibiyootikada cusub ee boxazomycins a, B, iyo CJ Am. Chem. Soc. 110, 2954–2958 (1988).
Cheney, ML, DeMarco, PW, Jones, ND, iyo Occolowitz, JL Qaab-dhismeedka ionophore cationic divalent A23187. Joornaalka Bulshada Kiimikada Mareykanka 96, 1932–1933 (1974).
Park, J., et al. Tafamidis: waa daawo xasilisa transthyretin-ka heerka koowaad ee daaweynta cardiomyopathy-ga transthyretin-ka. Annals of Pharmacotherapy 54, 470–477 (2020).
Sivalingam, P., Hong, K., Pote, J. iyo Prabakar, K. Streptomyces oo ku jira xaalado deegaan oo aad u daran: Ilo suurtagal ah oo laga helo daawooyinka cusub ee lidka bakteeriyada iyo kuwa ka hortagga kansarka? Joornaalka Caalamiga ah ee Microbiology, 2019, 5283948 (2019).
Pal, S., Manjunath, B., Gorai, S. iyo Sasmal, S. alkaloids-ka Benzoxazole: dhacdooyinka, kiimikada iyo bayoolajiga. Kiimikada iyo Bayoolajiga Alkaloids 79, 71–137 (2018).
Shafik, Z., iwm. Xidhmada biyaha hoostooda ee Bionic iyo ka saarista dhejiska marka loo baahdo. Kimistariga La Isticmaalay 124, 4408–4411 (2012).
Lee, H., Dellatore, SM, Miller, VM, iyo Messersmith, Kiimikada dusha sare ee PB Mussel ee loogu talagalay dahaarka shaqada badan leh. Sayniska 318, 420–426 (2007).
Nasibipour, M., Safai, E., Wrzeszcz, G., iyo Wojtczak, A. Hagaajinta awoodda redox iyo dhaqdhaqaaqa kicinta ee isku-dhafka cusub ee Cu(II) iyadoo la adeegsanayo O-iminobenzosemiquinone oo ah ligand kaydinta elektarooniga ah. Noofambar. Russ. Kimistariga, 44, 4426–4439 (2020).
D'Aquila, PS, Collu, M., Jessa, GL iyo Serra, G. Doorka dopamine ee habka ficilka daawooyinka niyad-jabka. Joornaalka Yurub ee Daawada 405, 365–373 (2000).