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Journal of Thai Traditional & Alternative Medicine
Journal of Thai Traditional & Alternative Medicine
Journal of Thai Traditional & Alternative Medicine Vol. 9 No. 1 January-August (Supplement) 2011 55
Journal of Thai Traditional & Alternative Medicine
Journal of Thai Traditional & Alternative Medicine
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°“√‡μ√’¬¡ “√ tetrahydropiperine ®“° piperine ∑’Ë °—¥‰¥â®“°‡¡≈Á¥æ√‘°‰∑¬¥”

±‘¡æ‘°“ ‡Õ’ˬ¡‡¬Áπ, √æ’æ√√≥ §ß‡¡◊Õß, °√√≥‘°“√å º≈“À“≠, ª√– “π μ—È߬◊π¬ß«—≤π“

§≥–°“√·æ∑¬å·ºπμ–«—πÕÕ° ¡À“«‘∑¬“≈—¬√—ß ‘μ

À≈—°°“√·≈–‡Àμÿº≈ “√ tetrahydropiperine ‡ªìπ “√∑’Ëæ∫‰¥â„πª√‘¡“≥πâÕ¬„π‡¡≈Á¥æ√‘°‰∑¬¥” “√¥—ß°≈à“«¡’ª√–‚¬™πå

„π°“√™à«¬‡æ‘Ë¡Õ—μ√“°“√´÷¡ºà“πº‘«Àπ—ߢÕ߬“·≈– “√ °—¥ ¡ÿπ‰æ√À≈“¬™π‘¥ ‡™àπ “√ °—¥™“‡¢’¬« “√¥—ß°≈à“«‡À¡“–∑’Ë®–π”¡“
»÷°…“·≈–æ—≤π“μ”√—∫¬“∑’Ë„™â¿“¬πÕ° “√ tetrahydro-piperine “¡“√∂‡μ√’¬¡¢÷Èπ‰¥â®“° “√ piperine ´÷Ë߉¥â®“°°“√ °—¥®“°
‡¡≈Á¥æ√‘°‰∑¬¥” ®“°π—Èππ”¡“∑”ªØ‘°‘√‘¬“ hydrogenation ∑’˧«“¡¥—π∫√√¬“°“»‚¥¬Õ“»—¬ ammonium formate ‡ªìπ·À≈àß
¢Õß·°ä ‰Œ‚¥√‡®π ·≈– Pd/C ‡ªìπ “√‡√àߪؑ°‘√‘¬“ «‘∏’°“√‡μ√’¬¡¥—ß°≈à“«‡ªìπ«‘∏’∑’Ëßà“¬ ‰¡àμâÕß„™â‡§√◊ËÕß¡◊Õ摇»…„π°“√∑”ªØ‘°‘√‘¬“

«—μ∂ÿª√– ß§å ‡æ◊ËÕ‡μ√’¬¡ “√ tetrahydropiperine ®“° “√ piperine ‚¥¬„™âªØ‘°‘√‘¬“ hydrogenation ∑’˧«“¡¥—π∫√√¬“°“»
«‘∏’¥”‡π‘π°“√ ™—Ëß “√ piperine (§«“¡∫√‘ ÿ∑∏‘Ï 95 %) ®”π«π 52 ¡‘≈≈‘°√—¡„ à≈ß„π round bottom flask ·≈–‡μ‘¡‡¡∑“πÕ≈
5 ¡‘≈≈‘≈‘μ√ ®“°π—Èπ‡μ‘¡ ammonium formate 31.5 ¡‘≈≈‘°√—¡·≈– Pd/C 10 ¡‘≈≈‘°√—¡ π” condenser ¡“μàÕ ·≈â«π” à«π¢Õß
flask ®ÿà¡≈ß„πÕà“ßπÈ”¡—π∑’ËÕÿ≥À¿Ÿ¡‘ 100˚C ‡ªìπ‡«≈“ 30 π“∑’·≈â«∑‘Èß„À⇬Áπ≈ß∑’ËÕÿ≥À¿Ÿ¡‘ÀâÕß μ√«® Õ∫ªØ‘°‘√‘¬“‚¥¬°“√«—¥§à“°“√

¥Ÿ¥°≈◊π· ߥ⫬‡§√◊ËÕß UV-Visible spectrometer ‚¥¬ —߇°μ§à“°“√¥Ÿ¥°≈◊π· ߢÕß piperine ∑’Ë 340 π“‚π‡¡μ√ ·≈–¢Õß
tetrahydropiperine ∑’Ë 285 π“‚π‡¡μ√ ‡¡◊Ëժؑ°‘√‘¬“‡ √Á® ¡∫√Ÿ≥å„Àâ‡μ‘¡‡¡∏“πÕ≈ 15 ¡‘≈≈‘≈‘μ√·≈â«°√Õߺà“π°√–¥“…°√Õß
Whatman ‡∫Õ√å 1 π” “√≈–≈“¬∑’ˉ¥â‰ª√–‡À¬μ—«∑”≈–≈“¬ÕÕ°¥â«¬‡§√◊ËÕß rotary evaporator ·≈â«π”¡“·¬°„Àâ∫√‘ ÿ∑∏‘ϥ⫬ column
chromatography ‚¥¬„™â silica gel °—∫μ—«∑”≈–≈“¬ hexane : ethyl acetate (6 : 4) ‰¥â tetrahydropiperine ‡ªìπ¢Õ߇À≈«

„ ‰¡à¡’ ’®”π«π 40.1 ¡‘≈≈‘°√—¡ (76 % yield) ∑”°“√æ‘ Ÿ®πå Ÿμ√‚§√ß √â“ߥ⫬ NMR spectroscopy ·≈– Mass spectrometry
º≈°“√»÷°…“ æ∫«à“ªØ‘°‘√‘¬“ hydrogenation ∑’˧«“¡¥—π∫√√¬“°“»‚¥¬Õ“»—¬ ammonium formate ‡ªìπ·À≈àߢÕß·°ä
‰Œ‚¥√‡®π ·≈– Pd/C ‡ªìπ “√‡√àߪؑ°‘√‘¬“ ®”‡ªìπμâÕß„™â ammonium formate ∂÷ß 5 ¡¡Ÿ≈ (equivalent) ªØ‘°‘√‘¬“®÷ß®–‡ √Á®
¡∫√Ÿ≥å ·≈–‰¥âª√‘¡“≥¢Õߺ≈‘μ¿—≥±å„π√–¥—∫ 76 % ´÷Ëß„°≈⇧’¬ß°—∫«‘∏’ hydrogenation ‚¥¬„™â§«“¡¥—π∑’Ë„Àâª√‘¡“≥¢Õß

º≈‘μ¿—≥±å Ÿß°«à“ ·μàμâÕß„™â‡§√◊ËÕß¡◊Õ摇»…
¢âÕ √ÿª °“√‡μ√’¬¡ tetrahydropiperine ®“° piperine ‚¥¬„™âªØ‘°‘√‘¬“ hydrogenation ∑’˧«“¡¥—π∫√√¬“°“»‡ªìπ«‘∏’∑’Ë
ßà“¬ ‰¥âº≈¥’ “¡“√∂‡μ√’¬¡‰¥â‚¥¬‰¡àμâÕß„™â‡§√◊ËÕß¡◊Õ hydrogenation √“§“·æß