Regular Articles
Granulation of Core Particles Suitable for Film Coating by Agitation Fluidized Bed II.A Proposal of a Rapid Dissolution Test forEvaluation of Bitter Taste of Ibuprofen
T. Hamashita, M. Matsuzaki, T. Ono, M. Ono, Y. Tsunenari, T. Aketo, and S. Watano
pp. 883–887
Spectrophotometric Determination of IodineSpecies in Table Salt and PharmaceuticalPreparations
G. Mary, N. Balasubramanian, and K. S. Nagaraja
pp. 888–893
Synthesis and Evaluation of Novel N-Substituted-6-methoxynaphthalene-2-Carboxamides as Potential ChemosensitizingAgents for Cancer
T. N. Lokhande, C. L. Viswanathan, and A. S. Juvekar
pp. 894–896
Antioxidant and Anti-inflammatory RelatedActivities of Selected Synthetic Chalcones: Structure–Activity Relationship Studies UsingComputational Tools
R. Gacche, M. Khsirsagar, S. Kamble, B. Bandgar,N. Dhole, K. Shisode, and A. Chaudhari
pp. 897–901
A sensitive spectrophotometric method for the determination of iodine species like iodide, iodine, iodate and periodate is described. The method involves the oxidation of iodide to ICl2
� in the presence of iodate and chloride in acidic me-dium. The formed ICl2
� bleaches the dye methyl red. The decrease in the intensi-ty of the colour of the dye is measured at 520nm.
Methyl Red
N NH
HOOC
(H3C)2N N NH
I
HOOC
(H3C)2N
2I2 � IO3� � 6H� � 10Cl� 5ICl2
� � 3H2O
2I� � IO3� � 6H� � 6Cl� 3ICl2
� � 3H2O
ICl2� ICl � Cl�
A rapid dissolution test that can be used to investi-gate the early dissolution of ibuprofen in vitro was proposed to evaluate the taste-masking level of the coated particles. The bitter taste-masking level of the coated particles was successfully confirmed by using this novel dissolution test. These results indi-cate that this novel test can predict the taste-mask-ing level of the coated particles without the need to perform a sensory test.
Relationship between amount of coating film and concentration of ibuprofen ob-tained rapid dissolution test.
ii
CHEMICAL & PHARMACEUTICAL BULLETIN
Vol. 56, No. 7 July 2008 © Copyright, 2008, by the Pharmaceutical Society of Japan.
Conten t s
Novel bb -Lactam Antibiotics Synthesized byAmination of Catechols Using Fungal Laccase
A. Mikolasch, M. Wurster, M. Lalk, S. Witt, S. Seefeldt, E. Hammer, F. Schauer, W.-D. Jülich, and U. Lindequist
pp. 902–907
Structures and Interaction with DNA ofTernary Palladium(II) Complexes:[Pd(Gly)(X)] (Gly�Glycine; X�2,2�-Bipyridine, 1,10-Phenanthroline and2,2�-Bi-pyridylamine)
M. Yodoshi and N. Okabe
pp. 908–914
New Triterpene Constituents, FoliasalacinsA1—A4, B1—B3, and C, from the Leaves of Salacia chinensis
M. Yoshikawa, Y. Zhang, T. Wang, S. Nakamura, and H. Matsuda
pp. 915–920
Plasma-Assisted Immobilization of Heparinonto Low-Density Polyethylene Surface
S. Kondo, Y. Fukunaga, M. Oikawa, Y. Sasai, and M. Kuzuya
pp. 921–925
Conversion of Esculeoside A into Esculeogenin B
M. El Aasr, Y. Oshiro, Y. Fujiwara, H. Miyashita, T. Ikeda, M. Ono, H. Yoshimitsu, and T. Nohara
pp. 926–929
Chemical & Pharmaceutical Bulletin Vol. 56, No. 7
iii
Briaexcavatins M—P, Four New Briarane-Related Diterpenoids from Cultured Octocoral Briareum excavatum(Briareidae)
P.-J. Sung, M.-R. Lin, T.-L. Hwang, T.-Y. Fan, W.-C. Su, C.-C. Ho, L.-S. Fang, and W.-H. Wang
pp. 930–935
Prediction of Cyclooxygenase InhibitoryActivity of Curcuma Rhizome fromChromatograms by Multivariate Analysis
K. Tanaka, Y. Kuba, A. Ina, H. Watanabe, and K. Komatsu
pp. 936–940
Synthesis and Cytotoxicity Studies of Novel[1,2,4]Triazolo[1,5-a]pyrimidine-7-amines
X. Zhai, Y.-F. Zhao, Y.-J. Liu, Y. Zhang, F.-Q. Xun, J. Liu, and P. Gong
pp. 941–945
Formulation Design of an Oral, Fast-Disintegrating Dosage Form ContainingTaste-Masked Particles of Famotidine
T. Mizumoto, T. Tamura, H. Kawai, A. Kajiyama, and S. Itai
pp. 946–950
Novel Nortriterpenes from Phlomis umbrosa
P. Liu, Z. Yao, W. Zhang, Y. Takaishi, and H.-Q. Duan
pp. 951–955
A series of novel [1,2,4]triazolo[1,5-a]pyrimidine-7-amine derivatives were syn-thesized and evaluated for their in vitro cytotoxicity. The structure–activity rela-tionships were discussed and a number of compounds were found to have good cytotoxicity.
Chemical & Pharmaceutical Bulletin Vol. 56, No. 7
iv
Medicinal Foodstuffs. XXXIV. Structures ofNew Prenylchalcones and Prenylflavanoneswith TNF-aa and Aminopeptidase N InhibitoryActivities from Boesenbergia rotunda
T. Morikawa, K. Funakoshi, K. Ninomiya, D. Yasuda, K. Miyagawa, H. Matsuda, and M. Yoshikawa
pp. 956–962
Study on Colon-Specific 5-Fu pH-Enzyme Di-Dependent Chitosan Microspheres
X.-L. Zhao, K.-X. Li, X.-F. Zhao, D.-H. Pang, and D.-W. Chen
pp. 963–968
Binding Enhancements of Nicotinic Acid toWater-Soluble Zinc Porphyrins Based on TripleAttractions of Coordination, Coulomb, andCH–pp Interactions
H. Imai, H. Munakata, and Y. Uemori
pp. 969–972
Rh–N-Heterocyclic Carbene (NHC) Complex-Catalyzed Addition of Phenylboronic Acid toN-Sulfonyl and N-Phosphinoyl Aldimines
A. B. Md., Y. Suzuki, and M. Sato
pp. 973–976
Fluorophotometric Determination of Hydrogen Peroxide and Other Reactive Oxigen Species with Fluorescein Hydrazide(FH) and Its Crystal Structure
R. Nakahara, T. Fujimoto, M. Doi, K. Morita, T. Yamaguchi, and Y. Fujita
pp. 977–981
Chemical & Pharmaceutical Bulletin Vol. 56, No. 7
v
Notes
Selaginellin A and B, Two Novel NaturalPigments Isolated from Selaginella tamariscina
X.-L. Cheng, S.-C. Ma, J.-D. Yu, S.-Y. Yang, X.-Y. Xiao, J.-Y. Hu, Y. Lu, P.-C. Shaw, P. P.-H. But, and R.-C. Lin
pp. 982–984
Concise Synthesis of Dimemorfan (DF)Starting from 3-Hydroxymorphinan (3-HM)
J. Y. Kim, H.-C. Kim, J. Kim, and J. Lee
pp. 985–987
New Cembranoid Diterpenes from theVietnamese Soft Coral Sarcophyton mililatensis Stimulate OsteoblasticDifferentiation in MC3T3-E1 Cells
N. X. Cuong, T. A. Tuan, P. V. Kiem, C. V. Minh, E. M. Choi, and Y. H. Kim
pp. 988–992
Purine and Pyrimidine Derivatives from theSouth China Sea Gorgonian Subergorgiasuberosa
S.-H. Qi, S. Zhang, C.-H. Gao, and Q.-X. Li
pp. 993–994
Quantitative Analysis of Rabeprazole Sodiumin Commercial Dosage Forms bySpectrophotometry
N. Rahman, Z. Bano, and S. N. H. Azmi
pp. 995–1001
Two spectrophotometric assays for rabeprazole sodium are based on the reaction of drug with 3-methyl-2-benzothiazolinone hydrazone hydrochloride in the pres-ence of ammonium cerium(IV) nitrate (Method A) and 1-chloro-2,4-dinitroben-zene in dimethyl sulfoxide (Method B).
Chemical & Pharmaceutical Bulletin Vol. 56, No. 7
vi
P-TSA Catalyzed Facile and Efficient Synthesisof Polyhydroquinoline Derivatives throughHantzsch Multi-Component Condensation
S. R. Cherkupally and R. Mekala
pp. 1002–1004
Cardenolides from Antiaris toxicaria as Potent Selective Nur77 Modulators
M.-M. Jiang, Y. Dai, H. Gao, X. Zhang, G.-H. Wang, J.-Y. He, Q.-Y. Hu, J.-Z. Zeng, X.-K. Zhang, and X.-S. Yao
pp. 1005–1008
Two Labdane Diterpene and MegastigmaneGlycosides from Aquilegia hybrida
H. Yoshimitsu, M. Nishida, and T. Nohara
pp. 1009–1012
A Pregnane Glycoside from Overripe Tomato
T. Nohara, E. Iwakawa, S. Matsushita, Y. Fujiwara,T. Ikeda, H. Miyashita, M. Ono, and H. Yoshimitsu
pp. 1013–1014
Mechanism for Conversion of SpirosolaneDerivative into Pregnane
T. Nohara, K. Okamoto, S. Matsushita, Y. Fujiwara,T. Ikeda, H. Miyashita, M. Ono, H. Yoshimitsu, H. Kansui, and T. Kunieda
pp. 1015–1017
O
OHH
H
CH3
R2
R3
R1
R4O
O
Mak
er
TPA
Con
trol
4 1 5 6 7 11 9 8 10
10mMTR3
b -actin
A facile and efficient synthetic route to polyhydroquinolines has been devel-oped via four-component condensation reactions of aldehydes, dimedone, ethyl acetoacetate and ammonium acetate in the presence of p-TSA cata-lyst in ethanol at room temperature through Hantzsch reaction. Simple work-up, inexpensive and non-toxic catalyst, shorter reaction times along with excellent yields are the significant features of this protocol.
Chemical & Pharmaceutical Bulletin Vol. 56, No. 7
vii
Synthesis, Characterization, and theAntioxidative Activity of 4-{[(3,4-Dimethylpyrrole-2-carbonyl)hydrazono](phenyl)methyl}-3-methyl-1-phenylpyrazol-5-ol and Its Zinc(II),Copper(II), Nickel(II) Complexes
Q. Wang, Y. Wang, and Z.-Y. Yang
pp. 1018–1021
A New Homostilbene and Two NewHomoisoflavones from the Bulbs of Scillascilloides
Y. Nishida, M. Eto, H. Miyashita, T. Ikeda, K. Yamaguchi, H. Yoshimitsu, T. Nohara, and M. Ono
pp. 1022–1025
First Total Synthesis of the Phenolic 7,8-Dihydro-8-oxoprotoberberine Alkaloid,Cerasonine
T. N. Le and W.-J. Cho
pp. 1026–1029
Beyerane Derivatives and a SesquiterpeneDimer from Japanese Cypress (Chamaecyparis obtusa)
H. Y. Gao, L. J. Wu, N. Muto, H. Fuchino, T. Nakane, O. Shirota, T. Sano, and M. Kuroyanagi
pp. 1030–1034
Highly Oxygenated Lanostane Triterpenoidsfrom the Fungus Ganoderma applanatum
F. Wang and J.-K. Liu
pp. 1035–1037
scillabene A
O
OOH
H3CO
H3CO
OH
OH
O
OOH
HOOCH3
OCH3OH
CH3
OH
OH
scillavone A scillavone B
HO
H3CO
A new ligand H3L, 4-{[3,4-dimethylpyrrole-2-carbonyl)hydrazono](phenyl)me-thyl}-3methyl-1-phenylpyrazol-5-ol, and its three transition metal complexes, M(H2L)OAc·H2O (M�Cu, Ni), Zn(H2L)2 have been synthesized and character-ized. In addition, their antioxdative activities have been investigated.
Chemical & Pharmaceutical Bulletin Vol. 56, No. 7
viii
New C28 Steroidal Glycosides fromTubocapsicum anomalum
N. Kiyota, K. Shingu, K. Yamaguchi, Y. Yoshitake,K. Harano, H. Yoshimitsu, H. Miyashita, T. Ikeda, C. Tagawa, and T. Nohara
pp. 1038–1040
Inner-Hydrogen Tautomerism in Some 5,15-Unsymmetrically Disubstituted and bb -Unsubstituted Porphyrins
A. Tohara and M. Sato
pp. 1041–1046
Revised Absolute Stereochemistry ofRhodiolosides A—D, Rhodiolol A andSachalinol A from Rhodiola rosea
W. Li, D. Dou, and K. Koike
pp. 1047–1048
Silica Supported Phosphomolybdic Acid: An Efficient Heterogeneous Catalyst forFriedlander Synthesis of Quinolines
B. Das, M. Krishnaiah, K. Laxminarayana, and D. Nandankumar
pp. 1049–1051
Synthesis and Antiviral Activities of N-Mono-and/or N,N�-Di- Carbamoyl and AcylDerivatives of Symmetrical Diamines
N. Mibu, K. Yokomizo, M. Oishi, T. Miyata, and K. Sumoto
pp. 1052–1058
Chemical & Pharmaceutical Bulletin Vol. 56, No. 7
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Chemical & Pharmaceutical Bulletin Vol. 56, No. 7
x
About the cover: Eight novel nortriterpenoids with unusual skeleton were isolated from Phlomis umbrosa, and the skeletonof this type of compound has been confirmed by X-ray analysis for the first time. Compounds 1—3, 5, and 7 exhibitedpositive cytotoxic activities against the carcinoma cell lines Hela and L929 in vitro, and the bioactivity data suggested that theoxygen functions at C-18 and C-21 enhance cytotoxicity of these compounds. See the article by Liu et al. on page 951 of thisissue.