1.Transformation of strictosamide to vincoside lactam by acid catalysis.
Zhao-Qing MENG ; Wen-Jun LIU ; Zan LI ; Yun-Wei LIN ; Meng-Xuan LI ; Shi-Ying AN ; Gang DING ; Zhen-Zhong WANG ; Wei XIAO ; Jin-Yi XU
Chinese Journal of Natural Medicines (English Ed.) 2013;11(2):188-192
AIM:
To identify the structure of the acid-catalyzed product of strictosamide and explore the reaction mechanism.
METHODS:
The acid-catalyzed reaction process of strictosamide was monitored by HPLC, and a macroporous resin was used to purify the reaction solution. The structure of the product was confirmed by MS, NMR, and ROESY spectra.
RESULTS:
The acid-catalyzed transformation yield from strictosamide to vincoside lactam was 52%.
CONCLUSION
The reaction mechanism of the transformation from strictosamide to vincoside lactam may be related to the stability of the three-dimensional configuration of the compound. These results offer a new way to obtain vincoside lactam from the widely distributed indole alkaloid strictosamide by acid-catalysis.
Acids
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chemistry
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Catalysis
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Lactams
;
chemistry
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Molecular Structure
;
Vinca Alkaloids
;
chemistry
2.Tissue culture of Vinca minor and determination of vincamine.
Entai HOU ; Yingjuan WANG ; Duowei LI ; Na LI ; Hongdong CHEN ; Huaiyu BU
China Journal of Chinese Materia Medica 2011;36(7):823-827
OBJECTIVETo study tissue culture of Vinca minor and determine the content of vincamine.
METHODLeaf blades, stalks, root segment of V. minor were used as explants to study the effect of 2, 4-D,6-BA,NAA on its callus induction and vincamine contents in the orthogonal design experiment. In the peak period of callus formation, vincamine content in callus of V. minor and sterile plants was determined by HPLC. The experimental data was statistically analyzed.
RESULTThe content of 6-BA and NAA had no significant effect on its callus induction. But the content of 2, 4-D had significant effect on its callus induction. Within 20,40,60 d, the content of vincamine in sterile plant was (0.015 +/- 0.003)%, (0.097 +/- 0.001)% , (0.113 +/- 0.06)%, respectively. In the peak period of callus formation, vincamine content in callus of leaf blades, stalks, root segment was (0.024 +/- 0.0025)%, (0.016 +/- 0.0015)%, (0.010 +/- 0.0015)%, respectively. To 30 days of subculture, vincamine content in callus of leaf blades, stalks, root segment was (0.041 +/- 0.002)%, (0.019 +/- 0001)%, (0.016 +/- 0.002)%, respectively.
CONCLUSIONThe optimal hormone combination for callus initiation was MS +2, 4-D 1.0 mg x L(-1) +6-BA 0.5 mg x L(-1) + NAA 0.5 mg x L(-1). In different growth periods, vincamine content in sterile plants is significantly different. From different explants in callus vincamine content is different, in which leaves callus is significantly higher than that of stems, roots produced callus organization.
Culture Techniques ; methods ; Linear Models ; Plant Infertility ; Vinca ; chemistry ; growth & development ; physiology ; Vincamine ; analysis
3.Analysis of catharanthine content and agronomic traits in Catharanthus roseus.
Xiaofen SUN ; Yu CHEN ; Junsong PAN ; Yuliang WANG ; Kexing SUN ; Run CAI ; Kexuan TANG
China Journal of Chinese Materia Medica 2009;34(2):128-131
Catharanthine content and agronomic traits in major Catharanthus roseus varieties were analyzed. It was found that there existed great difference in catharanthine content and agronomic traits among the varieties. Catharanthine content was the highest in variety Pacifica Polka Dot (PPD), reaching 3.79 mg g(-1) dry leaf weight, and the lowest in variety Cooler Pink (CP) with only 0.9 mg g(-1) dry leaf weight. Correlation existed in certain extent between catharanthine content and agronomic traits in C. roseus. Path analysis showed that among all the agronomic traits analyzed, internodal distance positively affected catharanthine content at significant level (P<0.05), with the path coefficient being 1.473. This study provides useful information for high-catharanthine content C. roseus introduction and breeding.
Catharanthus
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anatomy & histology
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chemistry
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metabolism
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Plant Leaves
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anatomy & histology
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chemistry
;
metabolism
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Vinca Alkaloids
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analysis
;
metabolism
4.In Vitro Effect of Fungicides, Plant Extracts and Smoke on Conidial Germination of Fusarium oxysporum Root Rot Pathogen of Piper betle.
Shahidul ALAM ; M Rafiqul ISLAM ; Montaz Ali SARKAR ; Arfatun Nahar CHOWDHURY ; M S ALAM ; Min Woong LEE
Mycobiology 2004;32(1):42-46
Five fungicides such as rovral, bavistin, cupravit, dithane M-45 and thiovit were tested against conidial germination of Fusarium oxysporum. Dithane M-45 was the most effective against the fungus. Rests of the fungicides were more or less effective in the inhibition of conidial germination after 5~30 minutes immersion in 500~2500 ppm concentration. Five plant extracts(leaf extracts of Ocimum sanctum, Lantana camera, Calotropis procera, Azadirachta indica and Vinca rosea) found to be more or less effective against the fungus. 'Dhup' somke have good inhibitory effect on conidial germination of F. oxysporum.
Azadirachta
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Calotropis
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Fungi
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Fusarium*
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Germination*
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Immersion
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Lantana
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Ocimum
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Piper betle*
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Piper*
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Plant Extracts*
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Plants*
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Smoke*
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Vinca
5.Non-alkaloid constituents of Vinca major.
Gui-Guang CHENG ; Hai-Yun ZHAO ; Lu LIU ; Yun-Li ZHAO ; Chang-Wei SONG ; Ji GU ; Wei-Bang SUN ; Ya-Ping LIU ; Xiao-Dong LUO
Chinese Journal of Natural Medicines (English Ed.) 2016;14(1):56-60
The present study was designed to investigate the non-alkaloid compounds from the leaves and stems of Vinca major cultivated in Yunnan Province, China. The compounds were isolated using chromatographic techniques. The structures were elucidated by 1D- and 2D-NMR spectroscopic methods in combination with UV, IR, and MS analyses. The 1, 1-diphenyl-2-picrylhydrazyl (DPPH)-scavenging activity of Compounds 1-7 were evaluated. One new iridoid glycoside (compound 1), together with 11 known compounds, were isolated from Vinca major. Compounds 1, 5, and 6 showed moderate DPPH-scavenging activity, with IC50 values being 70.6, 32.8, and 62.2 μmol·L(-1), respectively. In conclusion, compound 1 is a newly identified iridoid glycoside with moderate antioxidant activity.
Antioxidants
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pharmacology
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Iridoid Glycosides
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chemistry
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isolation & purification
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pharmacology
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Plant Leaves
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chemistry
;
Plant Stems
;
chemistry
;
Vinca
;
chemistry
6.Adverse Factors and the Role of Cisplatin and Vinca Alkaloids for Hearing Impairment in Childhood Cancer Patients and Survivors
Min Woo HUR ; Seung Min HAHN ; In Seok MOON ; Ju Yeon LIM ; Seul Mi LEE ; Chuhl Joo LYU ; Jung Woo HAN
Clinical Pediatric Hematology-Oncology 2017;24(2):121-129
BACKGROUND: Although combined chemotherapy has increased survival rates among children with cancer, such treatments can induce sensorineural hearing loss. Therefore, we aimed to identify risk factors for hearing impairments in patients with childhood cancer.METHODS: Audiograms were obtained from 115 patients with childhood cancer and survivors (age < 20 years). Pure tone audiometry (PTA) was performed at octave intervals within the range of 250-8000 Hz. We evaluated clinical risk factors associated with hearing impairments. Hearing loss was evaluated based on the maximal decibel (dB) loss in any frequency for each ear (RA(max) or LA(max)) and weighted mean dB loss for specific frequencies (RA(avg) or LA(avg)).RESULTS: Forty percent of patients (N=46) exhibited hearing loss >20 dB based on the weighted mean value in either ear. Severe hearing impairments were observed in 56% of patients with brain tumors. Although cisplatin or vinca alkaloids were significant risk factors for hearing impairment, the use of both cisplatin and vinca alkaloids exhibited the highest odds ratio for hearing impairment (P < 0.001, < 0.001 for R/LA(max); P=0.099, 0.039 for R/LA(avg)). Multivariate analysis revealed that the use of both cisplatin and vinca alkaloids was an independent risk factor for hearing impairment based on RA(max), LA(max), and LA(avg) (P < 0.001, < 0.001, 0.039, respectively).CONCLUSION: Our findings indicate that cisplatin and vinca alkaloids exert an additive effect on the risk of hearing impairment in survivors of childhood cancer. Further prospective studies are thus required to determine the most effective chemotherapeutic regimen for reducing ototoxicity.
Audiometry
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Brain Neoplasms
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Child
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Cisplatin
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Drug Therapy
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Ear
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Hearing Loss
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Hearing Loss, Sensorineural
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Hearing
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Humans
;
Multivariate Analysis
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Odds Ratio
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Prospective Studies
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Risk Factors
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Survival Rate
;
Survivors
;
Vinca Alkaloids
;
Vinca
7.Effects of water stress and nitrogen nutrition on regulation of Catharanthus roseus alkaloids metabolism.
Nan ZHANG ; Quan WEN ; Hui FENG ; Ruixia CAO ; Xinyu ZHOU ; Juan TAGN ; Nengbiao WU
China Journal of Chinese Materia Medica 2012;37(10):1346-1352
OBJECTIVEUnder various drought conditions and nitrogen application, the content of vindoline, catharanthine, vincristine and vinblastine in the leaf of Catharanthus roseus were illustrated to improve the content of alkaloid theoretically.
METHODSix groups were set in the experiment, which included: CK (natural control), CN (natural control + nitrogen), LK (low drought), LN (low drought + nitrogen), HK (high drought), HN (high drought + nitrogen) to discuss the change characteristics of total nitrogen, the activity of alkaline POD and TDC, the content of four alkaloids under the different conditions were measured.
RESULTUnder LK condition, the activity of POD, TDC were enhanced. In the early stage of stress (0-21 d), vindoline, catharanthine, vincristine and vinblastine accumulated, and reduced in the later stage (28-35 d). For all groups, adding exogenous nitrogen could improve the total content of nitrogen, vindoline and vinblastine, meanwhile the activity of POD and TDC were enhanced as well. The LN, HN treatments were beneficial to accumulating catharanthine and vinblastine.
CONCLUSIONDrought stress or additional nitrogen have an influence on both of the activities of POD and TDC, and the four alkaloids were affected as well. Thereinto, the LN condition was the most effective treatment for accumulating the four alkaloids (vindoline, catharanthine, vincristine and vinblastine), which were regulated by improve nitrogen content and enzymatic activity.
Catharanthus ; metabolism ; Nitrogen ; metabolism ; Peroxidase ; metabolism ; Stress, Physiological ; Vinblastine ; analogs & derivatives ; metabolism ; Vinca Alkaloids ; metabolism ; Vincristine ; metabolism ; Water ; metabolism
8.Development of a Method for Testing Resistance of Anti-Rheumatic Drugs Using MDR1 Gene.
Sang Gyung KIM ; Hun Suk SUH ; Jung Yoon CHOE ; Jong Won LEE ; Jang Soo SUH ; Think You KIM
The Journal of the Korean Rheumatism Association 2003;10(1):53-60
OBJECTIVE: A number of disease-modifying anti-rheumatic drugs (DMARDs) have been shown to be more effective than placebo in the management of rheumatoid arthritis (RA). However, most course of DMARDs, except methotrexate, are discontinued after 2 or 3 years, because of toxicity, lack of efficacy or escape from control. The multi-drug resistance (MDR) is a phenomenon in which cells develop cross-resistance to many agents such as anthracyclin, vinca alkaloids and colchicine. In our hypothesis, MDR phenomenon could be implicated in acquired resistance to DMARDs in RA. We have established a mdr1 cell line and tested whether DMARDs are substrate for P-glycoprotein (P-gp). METHODS: The mdr1-cDNA was cloned into retroviral vector, and the recombinant retroviral vector was transfected into PA317 cells. The target cells, NIH3T3, were infected with recombinant retroviruses. A colony most resistant to vinblastin was selected for the following experiments; expression of mdr1 gene in NIH3T3 cells was confirmed by RT-PCR, and biological function of mdr1 gene product, P-gp, was tested using Rhodamine-123 (Rh123) efflux assay. Resistance of the target cells expression P-gp which can survive against hydroxychloroquine (HCQ) and methotrxate (MTX) were measured by MTT assay. RESULTS: RT-PCR for mdr1 gene showed successful transfer of the gene into the NIH3T3 cells. Rh123 assay revealed expression of P-gp on the selected cells as follows; Rh123 efflux activity of uninfected NIH3T3 cells was 6%, that of PLXSN was 0.2%, and that of selected cells was 44%. The 50% proliferation inhibitory capacity of the selected cells were twice for HCQ but there was no difference of that for MTX. CONCLUSION: We established a mdr1 cell line and using the cell line, HCQ was a substrate of MDR, but MTX was not related to MDR.
Antirheumatic Agents*
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Arthritis, Rheumatoid
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Cell Line
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Clone Cells
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Colchicine
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Drug Resistance, Multiple
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Hydroxychloroquine
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Methotrexate
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P-Glycoprotein
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Retroviridae
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United Nations
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Vinca Alkaloids
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Zidovudine
9.Chemotherapy-induced Drug Reaction due to Extravasation of Vinorelbine.
Min Soo JANG ; Joon Hee KIM ; Myeong Hyeon YANG ; Kang Hoon LEE ; Sang Hwa HAN ; Kee Suck SUH
Korean Journal of Dermatology 2016;54(5):372-376
Vinorelbine, a vinca alkaloid anticancer drug, is widely used to treat various cancers. Several dermatological side effects of vinorelbine, such as acral erythema, phlebitis, and severe extravasation reactions, have been reported. Vinorelbine is categorized as non-DNA binding vesicant that undergoes high metabolism and clearance, which limits the degree of tissue injury if extravasation occurs. A 73-year-old male presented with erythematous linear patches on his left wrist and a 51-year-old male presented with erythematous eroded patches and bullae on his right forearm. Histopathologic study showed interface changes with basal vacuolar degeneration and epidermal dysmaturation. Separation of the dermis from the epidermis was observed, as well as interstitial and perivascular inflammatory infiltrates in the dermis. Both patients were being treated with vinorelbine for lung cancer. Before the onset of the skin lesions, accidental intravenous extravasation of vinorelbine had occurred. Herein, we report two cases of chemotherapy induced drug reaction due to extravasation of vinorelbine.
Aged
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Cytochrome P-450 CYP1A1
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Dermis
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Drug Therapy
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Epidermis
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Erythema
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Forearm
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Humans
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Lung Neoplasms
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Male
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Metabolism
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Middle Aged
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Phlebitis
;
Skin
;
Vinca
;
Wrist
10.Study on purification of strictosamide from Nauclea officinalis by macroporous resin.
Zhaoqing MENG ; Gang DING ; Yujie LIU ; Jia XU ; Wenjun LIU ; Wei XIAO
China Journal of Chinese Materia Medica 2011;36(8):1007-1010
OBJECTIVETo study on the purification of strictosamide from Nauclea officinalis by macroporous resin to provide reference for production.
METHODThe best macroporous resin was selected among 10 kinds of resins according to adsorption and desorption of the static adsorption experiments. The adsorption quantity, elution volume of water, concentration and elution volume of alcohol were determined according to the single factor experiment.
RESULTHPD400 was the best resin, and the best adsorption quantity was 20.23 mg x g(-1), the elution volume of water and 30% alcohol was 6 BV, and the elution volume of 70% alcohol was 4 BV.
CONCLUSIONThis technology is simple, feasible, and it can provide reference for the industrialized production.
Adsorption ; Chromatography, High Pressure Liquid ; methods ; Drugs, Chinese Herbal ; chemistry ; isolation & purification ; Ethanol ; chemistry ; Resins, Synthetic ; chemistry ; Rubiaceae ; chemistry ; Technology, Pharmaceutical ; methods ; Vinca Alkaloids ; chemistry ; isolation & purification