You'll have to make a loop for that,in GridView's event I assume you know how to access gridview's control
for (int i = 0; i < chkbox1.Length; i++)
{
System.Web.Helpers.WebMail.SmtpServer = "smtp.gmail.com";
System.Web.Helpers.WebMail.SmtpPort = 587;
System.Web.Helpers.WebMail.EnableSsl = true;
System.Web.Helpers.WebMail.UserName = "emailID";
System.Web.Helpers.WebMail.Password = "pwd";
System.Web.Helpers.WebMail.From = "rsvps@example.com";
System.Web.Helpers.WebMail.Send(chkbox1[i], "Confirmation Notification","Invitation");
}