Topic outline
çºè¡šè«æ
æ²èŒèªïŒmolecules
ïŒmoleculesã¯ãCreative Commons, CC BY 4.0ãåããŠããŸããïŒ
ã¿ã€ãã«ïŒQuestiomycins, Algicidal Compounds Produced by the Marine Bacterium ðððµðŠð³ð°ð®ð°ð¯ð¢ðŽ sp. D and Their Production Cue
èè ïŒ
Saki Umetsu
Mamoru Kanda
Ichiro Imai
Ryuichi Sakai
Masaki J.Fujita
URLïŒ https://www.mdpi.com/1420-3049/24/24/4522/htm
è«æå ¬éæ¥ïŒ2019幎12æ10æ¥
æŠèŠ
æå®³è»é¡ðð©ð¢ðµðµð°ð¯ðŠððð¢ ð¢ð¯ðµðªð²ð¶ð¢ãçšããè»é¡èŽæ»è©Šéšã«ãããæ®ºè»æ§æµ·æŽçްèðððµðŠð³ð°ð®ð°ð¯ð¢ðŽ sp. Dã®å¹é€æ¶²ããquestiomycin AïŒ1ïŒãšæ°èŠååç©questiomycins C-EïŒ2-4ïŒãåé¢ããŸããã1-4 ã®æ§é ã¯ãåå åŠçããã³åå åŠçããŒã¿ã«åºã¥ããŠæ±ºå®ããŸãããååç© 1 ãã 4 㯠C. ð¢ð¯ðµðªð²ð¶ð¢ ã«å¯Ÿã㊠LCâ âå€ã§ 0.18 ãã 6.37 µM ã®æ®ºè»æŽ»æ§ã瀺ããŸãããå ±å¹é€å®éšã«ããã1ã¯åŸ®çްè»é¡ãšçްèãæ¥è§Šãããšãã®ã¿çæãããããšãæããã«ãªãã埮现è»é¡ãšçްèã®éã®äœããã®çžäºäœçšãquestiomycinsã®çåæã®åŒãéãšãªã£ãŠããããšã瀺åãããŸããããããã®çµæãããðððµðŠð³ð°ð®ð°ð¯ð¢ðŽ sp. Dã®ãããªæ®ºè»æ§çްèã¯ãæµ·æŽçæ ç³»ã«ãããŠåŸ®çްè»é¡ãååŠçã«å¶åŸ¡ã§ããããšã瀺åãããŸããã
èæ¯
èµ€æœ®ã¯æå®³è»é¡ãã«ãŒã ïŒHABïŒãšãåŒã°ããæ°Žç£æ¥ã«ç倧ãªçµæžçæå€±ãäžããæ²¿å²žç°å¢ãšäººéã®å¥åº·ãè ãããŠããŸããHABã®åå ãšããŠãã©ãã£ãè»ã®ðð©ð¢ðµðµð°ð¯ðŠððð¢ ð¢ð¯ðµðªð²ð¶ð¢ãððŠðµðŠð³ð°ðŽðªðšð®ð¢ ð¢ð¬ð¢ðŽð©ðªðžð°ãæžŠéæ¯è»ã®ðð¢ð³ðŠð¯ðªð¢ ð®ðªð¬ðªð®ð°ðµð°ðªãðððŠð¹ð¢ð¯ð¥ð³ðªð¶ð® ðµð¢ð®ð¢ð³ðŠð¯ðŽðŠãçªè»é¡ã®ðð¶ð€ð¢ð®ð±ðªð¢ ð»ð°ð¥ðªð¢ð€ð¶ðŽã ððŽðŠð¶ð¥ð°-ð¯ðªðµð»ðŽð€ð©ðªð¢ ð¢ð¶ðŽðµð³ð¢ððªðŽãªã©ç¹å®ã®è»é¡ã倧éã«ç¹èããŠããããšãææãããŠããŸããçµæžçºå±ã«äŒŽã沿岞åã®å¯æ é€åãHABãå¢å ããã倧ããªèŠå ã§ãããšèããããããè¿å¹Žã®æ°åå€åã¯äžççã«HABã®ãªã¹ã¯ãé«ããŠããå¯èœæ§ããããŸãããããŸã§ãHABãæå¶ããããã«ãã¯ã¬ã€ã®æ£åžãè¶ é³æ³¢ç §å°ãªã©ã®ååŠçã»ç©çç察çããšãããŠããŸããããããã®æ¹æ³ã¯ç¹å®ã®å°åã§ã¯æå¹ã§ãããã广ãã³ã¹ããäºæ¬¡æ±æãªã©ã®åé¡ã¯ãŸã 解決ãããŠããããä»£æ¿æŠç¥ã®éçºãæãŸããŠããŸãã
è¿å¹ŽïŒåŸ®çްè»é¡ã匷åã«æº¶è§£ããæµ·æŽçްèïŒæ®ºè»æ§çްèïŒãïŒç°å¢ã«åªããHAB察çãšããŠæ³šç®ãããŠããŸããè»é¡æ®ºæ» èã¯ãæ§ã ãªæµ·æŽçç©ããåé¢ããããã®åé¡ãååžã察象ãšãªã埮现è»é¡ãªã©ãåºãç ç©¶ãããŠããŸãããããŸã§ã«å ±åãããæ®ºè»æ§çްèã®å€ãã¯ãæµ·æŽç°å¢ã«ãããŠäžè¬çãªåé¡çŸ€ã§ããProteobacteriaãšBacteroidetesã«å±ããŠãããæ®ºè»æ§çްèãæ²¿å²žçæ ç³»ã®ããŒãã¬ãŒã€ãŒã®1ã€ã§ããããšã瀺åãããŸããã äŸãã°ãè»é¡æ®ºæ» èã¯æµ·èã®ãã€ãªãã£ã«ã ã«é«å¯åºŠã«ååšããããšãããè»é¡æ®ºæ» èã¯æµ·èãä»ãããã€ãªãã£ã«ã ã«çæ¯ããæ²¿å²žç°å¢ãžäŸçµŠãããŠãããšèããããŸããæ®ºè»æ§çްèã¯ãè»é¡çްèãçŽæ¥æ»æããæ¹æ³ïŒæšçè»é¡çްèãžã®ä»çãå¿ èŠïŒãšéæ¥çã«æ»æããæ¹æ³ïŒæŽ»æ§ååãæŸåºããïŒããããŸããåè ã¯ããããã¢ãŒãŒãã°ãªã³ã·ããŒãŒãªã©ã®å æ°Žåè§£é µçŽ ãçšããŠãæ§ã ãªçš®é¡ã®åŸ®çްè»é¡ã溶解ããŸãããŸããããã€ãã®äœååååç©ã殺è»äž»äœãšããŠåå®ãããŠããŸãããããã®ååã¯ãã¯ããªã¢ããæ°Žäžã«æŸåºããã忣ãããæ®ºè»å€ãè»é¡çްèãæ»æããŸããäœååã®æ®ºè»æ§ååç©ã¯ãäœããã®æšçç¹ç°çãªæŽ»æ§ã瀺ãåŸåããããŸãããããã®ç¥èŠã¯ãHABã軜æžããããã®çç©åŠçæŠç¥ã®éçºãä¿ããããå€ãã®æ®ºè»æ§çްèã®ã¡ã«ããºã ãååŠçåºç€ã¯ããŸã ç ç©¶ãããŠããŸãããæ¬ç ç©¶ã§ã¯ãåããŠå ±åãããè»é¡æ®ºæ» èã®äžã€ã§ããðððµðŠð³ð°ð®ð°ð¯ð¢ðŽ sp. Dãã4çš®é¡ã®aminophenoxazinone alkaloidãquestiomycins Aããã³CïœEãåå®ããŸãããããã§ã¯ãquestiomycins ã®åé¢ãæ§é è§£æãããã³æ®ºè»æŽ»æ§ã«ã€ããŠè¿°ã¹ãŸãããŸããè»é¡ãšçްèã®å¯æ¥ãªæ¥è§Šã«ãã£ãŠçããquestiomycinsã®æ®ºè»äœçšã®ååŠçæ åŠçãªæ ¹æ ãææ¡ããŸããã
ç²Ÿè£œãšæ§é è§£æ
ðððµðŠð³ð°ð®ð°ð¯ð¢ðŽ sp. D ã®å¹é€æ¶²åèš 1.6 L ãéçž C18 ç空液äœã¯ãããã°ã©ãã£ãŒã§ç²åé¢ããŸããã70%ããã³100%MeOHç»åã®éã«æº¶åºããæŽ»æ§ååãåãããSephadex LH-20ã«ã©ã ã§ããã«ã¯ãããã°ã©ãããŸããããªã¬ã³ãžè²ã®ãã³ããéããéçžHPLCã§ç²Ÿè£œããäž»èŠãªæŽ»æ§ååç©ãšããŠquestiomycin A (2-aminophenoxazin-3-one, APO, (1, å³1)) ãåŸãŸããã1ã®ã¹ãã¯ãã«ããŒã¿ã¯æ¢å ±ã®ããŒã¿ãšããäžèŽããŸããïŒè¡š1ããã³è¡š2ïŒããŸãã1ãšã»ãŒåãUVã¹ãã¯ãã«ãšè²ã瀺ã3ã€ã®æ°èŠååç©questiomycins C-E (2-4, å³1) ãã远å ã®å€§èŠæš¡å¹é€ãããã€ããŒãªé¡äŒŒäœãšããŠç²Ÿè£œããŸããã
å³1. æµ·æŽçްè ðððµðŠð³ð°ð®ð°ð¯ð¢ðŽ sp. D ç±æ¥ã®ã¢ãããã§ãããµãžãã³ç³»æ®ºè»ååãquestiomycin AïŒ1ïŒãšæ°èŠé¡äŒŒäœC-EïŒ2-4ïŒ.
衚1. 1-4ã®Â¹H NMRããŒã¿ïŒÎŽHãmult. (J in HzïŒãDMSO-dâïŒ
衚2. 1-4 㮠¹³C NMR ããŒã¿ïŒÎŽC, DMSO-dâïŒ
questiomycin CïŒ2ïŒã®åååŒã¯ãHR-ESI-MSã®ããŒã¿ã«åºã¥ããŠCââHââNâOâSãšæšè«ããããã®å€ã¯ååç©1ãããCHâOS倧ããã§ãã2 ã® NMR ã¹ãã¯ãã«ã¯ 1 ã®ãããšãã䌌ãŠããã(衚1, 衚2)ïŒ1 ã® H-1 ãŸã㯠H-4 ã«å¯Ÿå¿ãã 2 ã€ã®è³éŠæãããã³äžéé ã·ã°ãã«ã®ãã¡ 1 ã€ã 2 ã§ã¯æ¬ èœããŠããïŒä»£ããã« ÎŽH 2.98 ã«ã¡ãã«äžéé ã芳å¯ãããããšãã C-1 ãŸã㯠C-4 ãmethyl sulfoxideåºã§çœ®æãããŠãããšæšå®ãããŸãããÎŽH 6.46 (H-4) ãã C-2 ãš C-12 ãžã®äž»èŠãª HMBC çžé¢ã¯ã1 ã® H-1 ã 2 ã®methyl sulfoxideåºã§çœ®æãããŠããããšã瀺ããŠããŸãã (å³ 2)ãmethyl sulfoxideãšNHâãããã³éã®NOESYã¯ãã¹ããŒã¯ã«ããã questionamycin CïŒ2ïŒã®æ§é ã¯2-amino-1-methylsulfoxy-phenoxazin-3-oneã§ãããšæšå®ããããå åŠå転ããªãããšããã2ã¯sulfoxideåºã®ãã©ã«äžå¿ã§ã©ã»ãäœã§ããå¯èœæ§ãé«ãããšã瀺åãããŸããã
å³2. questiomycin C (2) ã®äºæ¬¡å NMR data assignment
questiomycin DïŒ3ïŒã®åååŒã¯ïŒHR-MSããŒã¿ããCââHââNâOâS ãšæ±ºå®ããïŒ2ããé žçŽ ã1ã€å°ããã§ãããŸãïŒÂ¹H ãã㳠¹³C NMR ã¹ãã¯ãã«ã¯ 2 ãšã»ãŒåãã§ãããïŒè¡š 1 ããã³è¡š 2ïŒïŒã¡ãã«ä¿¡å·ã¯ ÎŽH 2.98/ÎŽC 39.0 ãã ÎŽH 2.31/ÎŽC 17.1 ã«ã·ããããŠããŸãããååŠã·ããã®éããåååŒãèæ ®ãããšã2ã®methyl sulfoxidåºã3ã®methyl sulfideåºã§çœ®æãããŠããããšã匷ã瀺åãããŸããã2 次å NMR ã¹ãã¯ãã«ã® HMBC ããã³ NOESY ããŒã¿ãå«ã詳现ãªè§£æã«ããã眮æäœçœ®ã¯ 2 ãšåæ§ã« C-1 ã§ããããšã倿ããŸãããããããŠãquestiomycin DïŒ3ïŒã®æ§é ã¯ã2-amino-1-methylthio-phenoxazin-3-oneã§ããããšãè§£æãããŸããã
questiomycinEïŒ4ïŒã®ESI-MSã¹ãã¯ãã«ã§ã¯ãm/z 290.95ãš292.95ã«ã»ãŒåãæ¯çã®ååã€ãªã³ããŒã¯ã瀺ããèçŽ ååã®ååšã瀺åãããŸããã4ã®åååŒã¯ãHR-ESI-MSããŒã¿ã«åºã¥ããŠãCâHâNâOâBr ã§ããããšãæããã«ãªããŸããã2次å ããŒã¿ãå«ããã¹ãŠã®NMRã¹ãã¯ãã«ã¯ïŒã¡ãã«ä¿¡å·ããªãããšïŒèçŽ ååã®é®èœå¹æã«ããC-1ã®ãã£ãŒã«ãã·ããã倧ããããšãé€ããŠïŒ2ããã³3ã®ã¹ãã¯ãã«ãšéåžžã«é¡äŒŒããŠããŸããã以äžã®ã¹ãã¯ãã«ããŒã¿ãããquestiomycin EïŒ4ïŒã®æ§é ã¯ãå³1ã«ç€ºãããã«ã2-amino-1-bromo-phenoxazin-3-oneã§ãããšå€æãããŸããã
questiomycin A (1) ã¯ãéžäžæŸç·èãæµ·æŽçްè ðð¢ðð°ð®ð°ð¯ð¢ðŽ sp. , ðð€ðµðªð¯ð°ð®ð¢ð¥ð¶ð³ð¢ sp. ãªã©ã®æ§ã ãªçްèçš®ãããçŽ°èæ¯æ§ããã³æçç©è³ªãšããŠå ±åãããŠããååç©ã§ãããŸããååç©1ã¯ãå°éºŠãããŠã¢ãã³ã·ãªã©ã®ã€ãç§ã«å±ããéžäžæ€ç©ã®ã¢ã¬ã«ã±ãã«ã«å€ãšããŠãç«¶åããéèã®çè²ãæå¶ããããšãç¥ãããŠããŸããquestiomycinã®ã³ã¢æ§é ã§ãã2-aminophenoxazin-3-one (APOïŒã¯ãã°ãªããµãŸã³ããã£ã³ãã©ãããã€ã·ã³ãèšåºã§äœ¿çšãããŠããæããå€ã¢ã¯ãããã€ã·ã³ãªã©å€ãã®ççæŽ»æ§äºæ¬¡ä»£è¬ç©ã«ãèŠåºãããŠããŸãã
2-aminophenoxazin-3-one (APO) ã³ã¢æ§é ã¯ã2 ã€ã® ð°-aminophenols ãæ§ã ãªçš®é¡ã®é žåé µçŽ ã«ãã£ãŠé žåçã«çµåããããšã§åœ¢æãããããšãå ±åãããŠããŸããããã§ã ðððµðŠð³ð°ð®ð°ð¯ð¢ðŽ sp. D å¹å°ã« ð°-aminophenol ãæ·»å ããããå€éã®questiomycin ãåŸãŸããããã®çµæãååç© 1 ãš 4 ã¯ãããããéåžžæã® 7 åãš 158 åã®æ¿åºŠã§äŸçµŠãããŸãããããããååç©2ãš3ã¯ã ð°-aminophenol æ¿çž®å¹å°ã«dimethylsulfideãdimethyldisulfideãªã©ã®ç¡«é»æºãæ·»å ããŠããå¢å ããŸããã§ããã
çç©åŠç掻æ§
ð. ð¢ð¯ðµðªð²ð¶ð¢ ãçšããŠååç© 1ïœ4 ã®æ®ºè»æŽ»æ§ãè©äŸ¡ããŸãããååç© 1 ãã 4 ã¯æ¿åºŠäŸåçã«æ®ºè»æŽ»æ§ã瀺ããLCâ âå€ã¯ãããã 0.64, 0.18, 6.37, 0.20 ÎŒM ã§ããïŒè¡š3ïŒãååç©1ïŒ2ïŒ4ã¯åçã®æŽ»æ§ã瀺ãããïŒpositin-1ã«ã¡ãã«ããªãšãŒãã«ãæããquestiomycin DïŒ3ïŒã¯ä»ã®3ã€ã®åæäœã«æ¯ã¹ãŠææã«äœã掻æ§ã§ããã1ã®æ¯æ§ã¯æžŠéæ¯è»ðð¢ð³ðŠð¯ðªð¢ ð®ðªð¬ðªð®ð°ðµð°ðªïŒçªè»ðð©ð¢ðŠðµð°ð€ðŠð³ð°ðŽ ð¥ðªð¥ðºð®ð¶ðŽïŒé£çšèµ€è²å€§è»ðð¢ð¯ðšðªð¢ ð§ð¶ðŽð€ð°ð±ð¶ð³ð±ð¶ð³ðŠð¢ïŒãã©ã€ã³ã·ã¥ãªã³ãðð³ðµðŠð®ðªð¢ ðŽð¢ððªð¯ð¢ããã³æ·¡æ°Žã¡ãã«ðð³ðºð»ðªð¢ðŽ sp. 4ã®æ¯æ§ã¯ãã©ã€ã³ã·ã¥ãªã³ãã«å¯ŸããŠã詊éšãããŸãããååç©1ã¯ïŒè©Šéšãããã¹ãŠã®çç©ïŒç¹ã«åŸ®çްè»é¡ã«å¯ŸããŠæ¯æ§ã瀺ãããïŒå€çŽ°èæ§ã¢ã°ã©ãæ°Žçåç©ã«å¯Ÿããæ¯æ§ã¯äœãã£ãã§ãïŒè¡š3ïŒã
衚3. éžæããã埮现è»é¡ããã³æ°Žççç©ã«å¯Ÿããquestiomycinã®LCâ âããã³95ïŒ ä¿¡é Œåºéå€ïŒÎŒMïŒ
a LC50 95%ä¿¡é Œåºé(CI) b 95%CIã¯ã100%èŽæ»ã芳å¯ãããªãã£ãããèšç®ã§ããªãã c 90%以äžã®è»é¡çްèãæº¶è§£ããæ¿åºŠ áµåæ°ä»¥äžã®åäœã溶解ããæ¿åºŠ e 0.75 ãš 7.5 M ã§ãããã 10/10 ãš 0/10 ã®éã 48 æéçåããã
4ã¯ð. ð¢ð¯ðµðªð²ð¶ð¢ã«å¯ŸããŠé«ãæ¯æ§ã瀺ãããïŒã»ãŒé£œåæ¿åºŠã®æé«æ¿åºŠ (68.7 ÎŒM) ã§è©ŠéšããŠããã©ã€ã³ã·ã¥ãªã³ãã¯æ»ã«ãŸããã§ããïŒè¡š3ïŒããããã®çµæã¯ãquestiomycinã¯åŸ®çްè»é¡ã«å¯ŸããŠåŒ·åãªèŽæ»æŽ»æ§ãæããããä»ã®æ°Žççç©ã«å¯ŸããŠã¯æ¯æ§ãäœãããšã瀺ããŠããŸãããè峿·±ãããšã«ãC-1äœãèçŽ ååã«çœ®æããŠããð. ð¢ð¯ðµðªð²ð¶ð¢ã«å¯ŸããæŽ»æ§ã«ã¯åœ±é¿ããªãããç²æ®»é¡ã«å¯Ÿããæ¯æ§ã¯å€§ããäœäžããŠããŸããã
ð. ð¢ð¯ðµðªð²ð¶ð¢ãšðððµðŠð³ð°ð®ð°ð¯ð¢ðŽ sp.Dãšã®å ±å¹é€
以äžã®å®éšçµæãããðððµðŠð³ð°ð®ð°ð¯ð¢ðŽ sp. Dã®æ®ºè»äœçšã®å°ãªããšãäžéšã¯ãååç©1ã4ã«èµ·å ããããšã匷ã瀺åããããããããã®ååç©ã¯å®éã®æµ·æŽç°å¢ãšã¯å šãç°ãªãå¹é€æ¡ä»¶ã§çç£ããããã®ã§ãããããã§ã埮现è»é¡ãç¹æ®ããç°å¢ã«è¿ãæ¡ä»¶äžã§ãquestiomycinã®çç£ãšãã®æ®ºè»äœçšã«ã€ããŠæ€èšŒãè¡ããŸãããð. ð¢ð¯ðµðªð²ð¶ð¢ãðððµðŠð³ð°ð®ð°ð¯ð¢ðŽ sp. Dãšå ±å¹é€ããéå°ãªæ é€åãå«ãŸãªãæ¹è¯SWM-3å¹å°ã§å¹é€ããŸãããæ€ãä»ã2æ¥åŸãã»ãšãã©ã®è»é¡çްèã¯æ»æ» ãããã©ã¹ã³ã®åºã«æ²æ®¿ããããDæ ªãå«ãŸãªãð. ð¢ð¯ðµðªð²ð¶ð¢ã®å¹é€ç©ã¯æ£åžžãªæé·ã瀺ããŸããã
äžèšã®å ±å¹é€å¹å°ãšè»é¡çްèã®æœåºç©ãLC-MSåæããçµæãè»é¡ãç¹æ®ããŠããæµ·æ°Žãšåæ§ã®æ¡ä»¶ã§ã確ãã«ååç©1ãçæããŠããããšã確èªãããŸããïŒå³3ïŒããã ãããã®èšç®æ¿åºŠã¯ 0.31 ng/mL (1.46 nM) ã§ãããååç© 1 ã® LCâ â å€ã®çŽ 400 åã§ããããªãããã®å®éšã§ã¯ä»ã®questiomycin 2-4 ã¯æ€åºãããŠããŸãããè»é¡ã®åæå¯åºŠãå¹é€æéãç°ãªãããã2ã€ã®å®éšã«ããã1ã®æŽ»æ§ãçŽæ¥æ¯èŒããããšã¯ã§ããªãããæ¿åºŠã®å€§ããªå·®ã¯ã1ã®äœçšã®ã¡ã«ããºã ã«äœããã®æŽå¯ãäžãããã®ã§ãããšèããããŸãã
å³3. Dæ ªãå«ãŸãªãð. ð¢ð¯ðµðªð²ð¶ð¢å¹é€ç©ïŒé»ïŒãå ±å¹é€ç©ïŒãã³ã¯ïŒãquestiomycin AïŒ1ïŒæšæºåïŒéïŒã®æœåºæ¶²ã®LC-MSã¯ãããã°ã©ã ãå ±å¹é€å¹å°äžã®ååç© 1 ã®èšç®æ¿åºŠã¯ 0.31 ng/mL ã§ãã£ãã
ããã§ãäžèšå®éšã«ãããLCâ âå€ãš1ã®æ€åºæ¿åºŠã®ææå·®ã¯ãðððµðŠð³ð°ð®ð°ð¯ð¢ðŽ sp. Dãquestiomycic以å€ã®æ®ºè»æ§ç©è³ªãçç£ããããããããã¯Dæ ªã埮现è»é¡ã«æ¥è¿ããŠ1ãçç£ãã1ã®å±æäœçšã«ããè»é¡çްèãæº¶è§£ãããããšæšæž¬ãããŸãããåŸè ã®å ŽåïŒðððµðŠð³ð°ð®ð°ð¯ð¢ðŽ sp. Dã¯è»é¡ã«æ¥è§Šãããšãã®ã¿ð. ð¢ð¯ðµðªð²ð¶ð¢ ãæ®ºãããšãã§ãããïŒåéèã§è»é¡ãšåé¢ããç¶æ ã§ã¯æ®ºãããšãã§ããŸããããã®èããæ€èšŒãããããð. ð¢ð¯ðµðªð²ð¶ð¢ãšDæ ªãåé¢èã®æç¡ã«ãããããå ±å¹é€ãïŒå³4ïŒãæ¡ä»¶Aã§ã¯çްèãšè»é¡ãç©ççã»ååŠçã«èªç±ã«æ¥è§Šã§ããã®ã«å¯Ÿããæ¡ä»¶Bã§ã¯çç©éã§ååŠçæ¥è§Šã®ã¿ãå¯èœã§ããããšã確èªããŸãããèã®æ¥çš®ãã7æ¥åŸãæ¡ä»¶Aã®ãŠã§ã«ã§ã¯ð. ð¢ð¯ðµðªð²ð¶ð¢ã®çްèã¯ãã¹ãŠæº¶è§£ããããæ¡ä»¶Bã®çްèã¯çåããŠããŸããïŒå³4ïŒãLC-MSåæã®çµæãæ¡ä»¶-Aå¹å°äžã®1ã®æ¿åºŠã¯1.5 nMã§ãããååã®å ±å¹é€å®éšãšã»ãŒåãã§ãã£ãããæ¡ä»¶-Bå¹å°äžã®1ã¯æ€åºéç以äžã§ãããåé¢å¹é€ã§ã¯questiomycinãå šããããã¯åŸ®éã«çæãããããšã瀺ãããŸããã
å³4. åé¢ããªãå ŽåïŒAïŒãšãã£ã«ã¿ãŒã§åé¢ããå ŽåïŒBïŒã®ðððµðŠð³ð°ð®ð°ð¯ð¢ðŽ sp. D ãš ð. ð¢ð¯ðµðªð²ð¶ð¢ ã®å ±å¹é€ïŒãã¢ãµã€ãº0.4ÎŒmã®èã䜿çšïŒ
ãããã®çµæã¯ãä»£æ¿æ®ºè»æ§ååã®ååšã®å¯èœæ§ãåŠå®ãããã®ã§ã¯ãªãããè²§æ é€ç°å¢äžã§åŸ®çްè»é¡ãšæ®ºè»æ§çްèãç©ççã«æ¥è§Šããããšããquestiomycinã®ãããªæ®ºè»æ§ååãçæããäžã€ã®ãã£ãããšãªããæ¥è§Šãã现èãæ®ºãã«ã¯ãããããªéã®æ®ºè»ååç©ã§ååã ãšããèããåŒ·ãæ¯æãããã®ã§ãããã®ä»çµã¿ã¯ãè»é¡ã殺ã现èã«ãšã£ãŠã¯ã³ã¹ãçã«æå©ã§ããããŸããç°å¢äžã«åºããæ¯æ§ååãå°ãªããããHABã®äºé²ã«å©çšããäžã§ãæçã§ãããšæãããŸããquestiomycinã®æ®ºè»æŽ»æ§ã®ã¡ã«ããºã ããæ¬èã®æ®ºè»æ§ååã®çåæå¶åŸ¡ã«ã€ããŠã¯ãä»åŸè§£æãã¹ãè峿·±ãåé¡ã§ãããŸããå®éã®ç°å¢äžã«ãããquestiomycinã®ååšãšæ©èœã«ã€ããŠã調æ»ããå¿ èŠããããŸããããããä»ååŸããããè»é¡ã殺ã现èã«å«ãŸããæ®ºè»æ§ååã®åå®ã¯ãHABã§èµ·ããååŠçæ åŠççŸè±¡ã®ãããªãçè§£ã«å€§ãã«åœ¹ç«ã€ãšæãããŸãã