13 Nippon Shokuhin Kagaku Kogaku Kaishi Vol. /., No.3,.*+.*/ (,**1) 401 * * Changes in the Color and Pigmentation of Fermented Benikoji-rice Drink Goki Maeda, Kenichi Higa and Junsei Taira* Okinawa Industrial Technology Center, +,, Suzaki, Uruma, Okinawa 3*.,,-. * Department of Biosciences Technology, Okinawa National college of Technology, 3*/ Henoko, Nago, Okinawa 3*/,+31 Benikoji-rice fermentation drink is made from fermentation of Genus Monascus with boiled rice, but the strong dark red colors give nasty impressions, causing lose the consumer s interest. To dissolve the problems Genus Monascus was fermented under the various fermentative conditions such as boiled-rice water volume ( of +** g-raw rice), temperature and humidity, and their colors were measured by colorimeter. The pigment extract were also analyzed by HPLC and LC/MS spectrometry and four pigments of rubropunctamine and monascorubramine as purple colors, and monascin and ankaflavin as yellow colors were estimated. The contents of former purple pigments decreased with increasing of temperature, humidity and boiled rice water volume, but not the latter yellow pigments were a#ected by humidity conditions. The di#erence in pigment compositions due to fermentative conditions changed color index of lightness, chromaticity, saturation and hue, and then colors varied from dark red colors to blight red colors. These results indicated that the pigment compositions with various fermentative conditions can control the color of Benikoji-rice fermentation. (Received Jan. +/,,**1 ; Accepted Jun. 1,,**1) Keywords : Monascus, rubropunctamine, monascorubramine, ankaflavin, Benikoji fermentation : Monascus +, go - K./ dimerumic acid 01 2 3+* 3*.,,-. +,, * 3*/,+3, 3*/ Corresponding author taira@okinawa-ct.ac.jp Genus Monascus ++ + Monascus. sp. AA-*.*-, EC-.-HHP,.2 +** g +-- +00,**
402 /. 3,**1 3 14 Table + Color characteristics of Benikoji-rice fermentation under the fermentative conditions Fermentative conditions Lightness Chromaticity Saturation Hue Color value Constant Variable L* a* b* C* h OD.30 Temperature,./C Humidity, 32 Rice water () +-- +00,** -24-*4..*40*4+.-4.*4. -.40*40-14.*4, -24,*4+ --43*4, -,43*4+ -*43*4-.24.*4-.342*4+.34+*4, *40,*4*- *4.1*4*+ *4-/*4*, +42-*4*2 +4/**4*, +4*1*4*- + Rice water, +-- Humidity, 32 Temperature (C) -/.*./ -,4/*4/ -.42*4. -24-*4. --41*4. --43*4, --43*4,,/4*+4,,243*41 -.40*40.+43+4*..40*40.24.*4- +4*3*4*0 *421*4*- *40,*4*-,411*4++,420*4++ +42-*4*2 Rice water, +-- Temperature,./C Humidity () 3* 32-04-*42-24-*4. -.4/*4* --43*4, -+4*+4, -.40*40.04.*42.24.*4- *42**4*0 *40,*4*-,4+-*4+2 +42-*4*2 + Boiled rice water volume ( of +** g-raw rice)4 Each value is the meanse (n-)4 -/.*./ 3* 32 - + g / ml -** + RECIPRO SHAKER SR-,S, TAITEC + 0** g +/. +* mm,* mm /* mm ; CM-A32 MINOLTA CR--** MINOLTA L* ; ;a* ;b* C* ; C* a*, b*, +, h ; h tan + ba / V-/0*.30 nm 0 *../ m +* M retinoic acid RA LCMS Esquire-*** WATERS HPLC : ; Wakosil II /C+2..0 mm i.d,/* mm ;.* ; *.2 mlmin, ; *.+,*1* -* PDA ;,**0** nm. MS : ; ;,.2 kv, mz ; -**.** ;.* ev. HPLC +, HPLC LC-+*A.** nm RA -// nm RA + Table + L* C*./ +-- 32 +00 b*./ +-- 32 h a* +--./ 32, LC LCMS HPLC Fig. + A B + : mz -/,.0 M-H, : mz -2*.0 M-H - : mz -/1.0 M-H. : mz -2/.0 M-H +, -*0.,* /-* nm -. -3* nm +, LCMS
15 : 403 Fig. + Changes in the pigments of Benikoji-rice fermentation under the various fermentative conditions + rubropunctamine,, monascorubramine, - monascin,. ankaflavin, uk unknown and retinoic acid (RA) as an internal standard (IS). (A) HPLC chromatogram of each pigment and (B) their UV spectra. rubropunctamine RP monascorubramine MR monascin MC ankafavin AK. +, RP MR -. MC AK Fig. + A uk ; unknown AK MC Fig., A RP MR./ MR 32 Fig., B +--./ 32 Table +.**/-* nm RP MR uk Monascus anka Monascus anka RP MR +, +-
404 /. 3,**1 3 16 Fig., The pigment compositions of Benikoji-rice fermentation under the various fermentative conditions (A) Distribution of monascin and ankaflavin as yellow colors. (B) Distribution of rubropunctamine and monascorubramine as purple colors. *, of RA peak area and **, boiled-rice water volume, of +** g raw rice. Monascs rubropunctamine RP monascorubramine MR monascin MC ankaflavin AK RP MR MC AK + pp..../2 +313, -1.*-.*3 +33* - go /*,2/,3+ +33,. Endo, A. and Monacolin, K., A new hypocholesterolemic agent produced by a Monascus species., J. Antibiotics, -,, 2/,2/. (+313). / Endo, A. and Monacolin, K., A new hypocholesterolemic
17 : 405 0 1 2 agent that specifically inhibits --hydroxy---methylglutaryl coenzyme A reductase., J. Antibiotics, --, --. --0 (+32*). Aniya, Y., Ohtani, I.I., Higa, T., Miyagi, C., Gibo, H., Shimabukuro, M., Nakanishi, H. and Taira, J., Dimerumic cid as an antioxidant of the mold, Monascus anka. Free Radic. Biol. Med.,,2, 333+**. (,***). Taira, J., Miyagi, C. and Aniya, Y., Dimerumic acid as an antioxidant from the mold, Monusucus anka : the inhibition mechanisms against lipid peroxidation and hemeprotein-mediated oxidation. Biochem. Pharmacol., 0-, +*+3+*,0 (,**,). pp. +-1+.* +33-3,+ pp. +3,/,**/ +* CMP.+ pp. /00+,**0 ++,**.-+-*,.,**. +, Monascus anka sp. /+ 01 1+,**. +-.2 20-200,**+ +3 + +/ +3 0 1