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1. Antimetastatic effect of nanodiamond-conjugated quercetin against colon cancer: an in vivo study.

Author

DEWI, Firli Rahmah Primula, MARVIELLA, Sephia Tiara, WAHYUNINGSIH, Sri Puji Astuti, ROSYIDAH, A'liyatur, Vuanghao LIM, IN, Lionel Lian Aun, SAIK, Amy Yi Hsan, ARIYOGO, Bimaji, and Mee Lee LOOI

Subjects
VASCULAR endothelial growth factors, COLON cancer, CANCER cell growth, RATTUS norvegicus, DRUG delivery systems
Abstract

Background/aim: Quercetin (Q) is a compound that can inhibit the growth of cancer cells in the colon; however, to do so, a high dose is needed, requiring a drug delivery system to target cancer endothelial cells directly. This study investigates the potency of nanodiamondconjugated quercetin (NDQ) as an anticancer drug against colon cancer in Rattus norvegicus induced by N-methyl N-Nitrosourea (MNU). Materials and methods: This study is experimental-based and was designed using a six-group treatment method, namely normal control (KN: not treated by MNU, nanodiamond (ND), or Q); negative control (K-: treated by MNU); positive control (K+: treated by MNU and capecitabine); ND (treated by MNU and NDs); Q (treated by MNU and Q); and NDQ (treated by MNU and NDQ). To induce colon cancer in rats, MNU (10 mg/Kg BW) was administrated intrarectally three times per week for four weeks. The treatment of Q (40 mg/Kg BW) or NDQ (40 mg/Kg BW) was given intraperitoneally twice a week for 6 weeks. Cancer progression of all cohorts was evaluated by performing body and colon weight measurements, which involved the following: ELISA assay-specific to metastatic marker matrix metalloprotein-9 (MMP-9), carcinoembryonic antigen (CEA), hypoxia-inducible factor 1 a (HIF1a), vascular endothelial growth factor, protein 53 (p53) and immunohistochemistry staining of Caspase-3 and Ki-67 proteins. Observation of cancer metastasis to the lung was also performed. Results: NDQ significantly inhibited cancer aggressiveness by causing an increment in body weight gain and the growth rate--while reducing the colon weight compared to the K-group. Moreover, decreased levels of MMP-9, CEA, HIF-1a, and Ki67 and increased levels of p53 and Caspase-3 were more significant in the NDQ group than in the Q group. The lung tumor metastases in the NDQ group were fewer than in the K-group. Conclusion: NDQ increased Q's anticancer activity, suggesting that NDs have an effective drug delivery property. [ABSTRACT FROM AUTHOR]

Published
2024
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2. Formation of Inclusion Complex of Curcumin and Tetrahydrocurcumin Prevents Angiogenesis by Inhibiting VEGF Activity: An in-Silico Study

Author

Dewi, Firli Rahmah Primula, primary, Tambunan, Ulie Vianissa Dwiutami, additional, Bari, Putri Amatul, additional, Farid, Muhammad Ardiansyah, additional, Anjani, Nadira Aisha, additional, Wahyuningsih, Sri Puji Astuti, additional, Saik, Amy Yi Hsan, additional, Yong, Yoke Keong, additional, Lim, Vuanghao, additional, Tan, Wen Nee, additional, and Alshawsh, Mohammed Abdullah Mahdi, additional

Published
2024
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4. List of contributors

Author

Aadil, Rana Muhammad, primary, Adegoke, Samuel Chetachukwu, additional, Ahmad, Aziz, additional, Ahmad, Talha, additional, Ahmad Magry, Muneer, additional, Ahmed, Waqar, additional, Aksun Tümerkan, Elif Tuğçe, additional, Ala-Rämi, Katariina, additional, Albuquerque, Marcela Albuquerque Cavalcanti de, additional, Albuquerque, Tânia Gonçalves, additional, Alexandri, Maria, additional, Álvarez-Castillo, Estefanía, additional, Alves, Rita Carneiro, additional, Annegowda, H.V., additional, Ascenso, A., additional, Ayala-Zavala, J. Fernando, additional, Barragán-Huerta, Blanca E., additional, Barretti, Barbara Ruivo Valio, additional, Bengoechea, Carlos, additional, Bento, M., additional, Bhat, Rajeev, additional, Bhushan, Brij, additional, Bhuyan, Nilutpal, additional, Blaise, D., additional, Brooks, Marianne Su-Ling, additional, Caligiani, Augusta, additional, Campos-Vega, Rocio, additional, Carvalheiro, M., additional, Cavalheiro, Carlos Pasqualin, additional, Ceballos-Duque, S.M., additional, Chakkaravarthi, Saravanan, additional, Choo, Wee Sim, additional, Choudhury, Nabajit Dev, additional, Chuah, Wei Chean, additional, Chuen, Ng Lee, additional, Chye, Fook Yee, additional, Costa, A., additional, Costa, Helena S., additional, da Cruz, Adriano Gomes, additional, da Silva, Maurício Costa Alves, additional, da Silva Araújo, Íris Braz, additional, de Carvalho, Julio Cesar, additional, de Medeiros, Igor Ucella Dantas, additional, de Moreno de LeBlanc, Alejandra, additional, de Souza, Simone Lorena Quitério, additional, Dey, Gargi, additional, do Nascimento Alves, Rerisson, additional, Dufoo-Hurtado, Elisa, additional, Enríquez-Valencia, Salma A., additional, Faria-Silva, A.C., additional, Felix, Manuel, additional, Fichtner, Maximilian, additional, Fierascu, Irina, additional, Fierascu, Radu Claudiu, additional, Fowler, Scott W., additional, Franco, Bernadette Dora Gombossy de Melo, additional, Garcia-Ortega, Maria Patricia Guerrero, additional, Ghazali, Mohd Sabri Mohd, additional, Gonçalves, L.M., additional, González, Almudena González, additional, González-Aguilar, Gustavo A., additional, Gore, Anil H., additional, Goswami, Luna, additional, Goula, Athanasia M., additional, Guerrero, Antonio, additional, Guimarães, Jonas Toledo, additional, Gunjal, Datta B., additional, Gutiérrez-Macías, Paulina, additional, Hassim, Muhamad Fairus Noor, additional, Herrero, Ana M., additional, Jinadasa, B.K.K.K., additional, Kataki, Rupam, additional, Khan, Moazzam Rafiq, additional, Kikas, Timo, additional, Kloth, Marcela, additional, Kolekar, Govind B., additional, Kourmentza, Konstantina, additional, Koutinas, Apostolis, additional, Krebsz, Melinda, additional, Krishna C. Doddapaneni, Tharaka Rama, additional, Kumar, Sonia, additional, Lacerda, Luiz Gustavo, additional, LeBlanc, Jean Guy, additional, Lehtinen, Ulla, additional, Leni, Giulia, additional, Leong, Boon Fung, additional, Long, Jade M., additional, Lopez, Christelle, additional, López-Martínez, Leticia X., additional, Luzardo-Ocampo, Ivan, additional, Macedo, Gabriela A., additional, Maicas, Sergi, additional, Maina, Sofia, additional, Majumder, Pulak, additional, Maldonado-Celis, Ma. Elena, additional, Marques, M., additional, Marto, J., additional, Mateo, José Juan, additional, Minakshi, Manickam, additional, Mirón-Mérida, Vicente A., additional, Mohan, Anand, additional, Moreda-Piñeiro, Antonio, additional, Moreira Fernandes Santos, Miriane, additional, Naik, Vaibhav M., additional, Narula, Sapna A., additional, Narzari, Rumi, additional, Nayak, Arunima, additional, Nikoo, Mehdi, additional, Nille, Omkar S., additional, Nunes, Patrícia, additional, Oliveira, M. Beatriz P.P., additional, Oomah, B. Dave, additional, Paiva, A., additional, Panda, Sandeep K., additional, Papapostolou, Harris, additional, Pasinszki, Tibor, additional, Patil, Akshay S., additional, Pereira Da Silva, Fábio Anderson, additional, Pharino, Chanathip, additional, Pimentel, Tatiana Colombo, additional, Ramos, Gustavo Luis de Paiva Anciens, additional, Ribeiro, H.M., additional, Rodríguez-Nava, C. Odín, additional, Ruiz-Capillas, Claudia, additional, Saad, Susana Marta Isay, additional, Saha, Niharendu, additional, Saik, Amy Yi Hsan, additional, Saikia, Ruprekha, additional, Santana, Ádina L., additional, Savitha, S., additional, Schneider, Philip A., additional, Seth, Dibyakanta, additional, Sforza, Stefano, additional, Shabbir, Muhammad Asim, additional, Sieniawska, Elwira, additional, Silva, Mafalda Alexandra, additional, Šimat, Vida, additional, Simões, P., additional, Simões, S., additional, Soccol, Carlos Ricardo, additional, Sydney, Alessandra Cristine Novak, additional, Sydney, Eduardo Bittencourt, additional, Tahergorabi, Reza, additional, Tsiviki, Maria, additional, Tsouko, Erminta, additional, Velmourougane, K., additional, Vendramel, Simone Maria Ribas, additional, Waghmare, Ravindra D., additional, Waghmare, V.N., additional, Wichienchot, Santad, additional, and Woiciechowski, Adenise Lorenci, additional

Published
2021
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6. Biosynthesis of quercetin palmitate esters and evaluation of their physico-chemical properties and stability

Author

Saik, Amy Yi Hsan, Lim, Yau Yan, Stanslas, Johnson, Choo, Wee Sim, Saik, Amy Yi Hsan, Lim, Yau Yan, Stanslas, Johnson, and Choo, Wee Sim

Abstract

Quercetin was acylated with palmitic acid, catalyzed by either Candida antarctica lipase B (CAL-B) or Pseudomonas cepacia lipase C (PCL-C) to produce quercetin palmitate esters. The effects of various operating factors including incubation temperature, reaction duration, and molar ratio of substrates on the bioconversion yield, initial rate of reaction, and regioselectivity of the reactions were investigated. Three new esters were identified: quercetin 40 palmitate (C31H40O8, 540 g mol−1), quercetin 30 ,40- dipalmitate (C47H70O9, 778 g mol−1 ), and quercetin 7,30 ,40- tripalmitate (C63H100O10, 1016 g mol−1). The effects of incubation temperature, reaction duration, and molar ratio of substrates on bioconversion yields varied across the conditions. However, the highest bioconversion yield of 27.72 1.64% was obtained with PCL-C, at day 7, incubation temperature of 60 C, quercetin:palmitic acid molar ratio of 1:20. The initial rate of reaction was significantly higher with PCL-C. However, regioselectivity was similar for both PCL-C- and CAL-B-catalyzed reactions with acylation occurred successively at 4´-OH, 3´-OH, and 7-OH. Thin-layer chromatography analysis showed that the three quercetin palmitate esters possessed enhanced lipophilicity (134% higher than quercetin). Besides, in silico investigation showed that quercetin 40 -palmitate had a higher partition coefficient (log P) value than the parent compounds, indicating improved solubility. During gastrointestinal tract simulation, quercetin palmitate esters were recovered in the range of 71.03% to 79.36% after digestion, which were significantly higher than quercetin at 40.43 8.71%. Quercetin 40-palmitate was also found stable over 28 days of storage. Due to improved lipophilicity, solubility, and stability, quercetin 40-palmitate has the potential to be used in topical applications.

Published
2020

8. Lipase-catalyzed acylation of quercetin with cinnamic acid

Author

Saik, Amy Yi Hsan, Lim, Yau Yan, Stanslas, Johnson, Choo, Wee Sim, Saik, Amy Yi Hsan, Lim, Yau Yan, Stanslas, Johnson, and Choo, Wee Sim

Abstract

Acylation of quercetin with cinnamic acid catalyzed by Candida antarctica lipase B (CAL-B) or Pseudomonas cepacia lipase C (PCL-C) was investigated. Specifically, the effects of reaction duration, incubation temperature, and molar ratio of substrates on bioconversion yield, initial rate of reaction, and regioselectivity were investigated. Three new acylated quercetin analogues were produced: quercetin 4′-cinnamate (C24H16O8), quercetin 3′,4′-dicinnamate (C33H22O9), and quercetin 7,3′,4′-tricinnamate (C42H28O10). The effects of the lipase-catalyzed acylation conditions on the bioconversion yields varied across the conditions. The initial rate of reaction of acylation of quercetin with cinnamic acid catalyzed by CAL-B and PCL-C was similar. In the presence of CAL-B, acylation mainly took place at the C-4′-OH, generating mostly quercetin 4′-cinnamate; whereas with PCL-C, acylation mainly took place at both the 4′- and 3′-hydroxyls, generating quercetin 3′,4′-dicinnamate. Thin-layer-chromatography analysis showed that the three acylated quercetin analogues had higher lipophilicity when compared with quercetin. In silico investigation revealed that quercetin 4’-cinnamate and quercetin 3′,4′-dicinnamate are likely to be orally active pharmacological drugs.

Published
2016

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